Category: oxazolidine

Jo, Ye-Jin et al. published their research in Journal of Food Science in 2011 | CAS: 20662-84-4

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Recommanded Product: 2,4,5-Trimethyloxazole

Comparson of fermented soybean paste (Doenjang) prepared by different methods based on profiling of volatile compounds was written by Jo, Ye-Jin;Cho, In Hee;Song, Chi Kwang;Shin, Hye Won;Kim, Young-Suk. And the article was included in Journal of Food Science in 2011.Recommanded Product: 2,4,5-Trimethyloxazole This article mentions the following:

In this study, 2 different extraction methods, namely solvent-assisted flavor evaporation (SAFE) and solid-phase microextraction (SPME), were employed to investigate the comprehensive volatile profile of Doenjang (one of Korean fermented soybean pastes) efficiently. Quant., major volatiles of Doenjang isolated by SAFE were 3-methylbutanoic acid, butanoic acid, 3-hydroxy-2-methyl-4H-pyran-4-one (maltol), Et 2-methylbutanoate, 2-methylpropanoic acid, tetramethylpyrazine, and 4-ethyl-2-methoxyphenol, while ethanol, ethenylbenzene, Et benzoate, Et linoleate, Et acetate, Et butanoate, tetramethylpyrazine, and Et 2-methylpropanoate extracted by SPME. In addition, volatile profiling that applied principal component anal. to gas chromatog.-mass spectrometry datasets allowed Doenjang samples that had been prepared using different traditional and com. methods to be discriminated, and the volatile compounds that contributed to their discrimination were assigned. The major volatiles that were related to differentiation of traditional and com. Doenjang samples were 2-pentylfuran, 4-ethylphenol, dihydro-5-methyl-2(3H)-furanone, butanoic acid, pyrazines (for example, 2-ethyl-5-methylpyrazine and 2,3-dimethylpyrazine), esters (for example, Et 4-methylpentanoate and di-Et succinate), maltol, di-Me disulfide, 2- and 3-methylbutanal, hexanal, 4-vinylphenol, and ethanol. In the experiment, the researchers used many compounds, for example, 2,4,5-Trimethyloxazole (cas: 20662-84-4Recommanded Product: 2,4,5-Trimethyloxazole).

2,4,5-Trimethyloxazole (cas: 20662-84-4) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Recommanded Product: 2,4,5-Trimethyloxazole

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Wang, Zheng et al. published their research in Journal of Colloid and Interface Science in 2022 | CAS: 13590-42-6

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate

Hypoxia-responsive nanocarriers for chemotherapy sensitization via dual-mode inhibition of hypoxia-inducible factor-1 alpha was written by Wang, Zheng;Mu, Xuewen;Yang, Qian;Luo, Jiajia;Zhao, Yanjun. And the article was included in Journal of Colloid and Interface Science in 2022.Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate This article mentions the following:

The overexpression of hypoxia-inducible factor-1 alpha (HIF-1α) in solid tumor compromises the potency of chemotherapy under hypoxia. The high level of HIF-1α arises from the stabilization effect of reduced NAD (phosphate) NAD(P)H: quinone oxidoreductase 1 (NQO1). It was postulated that the inhibition of NQO1 could degrade HIF-1α and sensitize hypoxic cancer cells to antineoplastic agents. In the current work, we report hypoxia-responsive polymer micelles, i.e. methoxyl poly(ethylene glycol)-co-poly(aspartate-nitroimidazole) orchestrate with a NQO1 inhibitor (dicoumarol) to sensitize the ovarian cancer cell line (SKOV3) to a model anticancer agent (sorafenib) at low oxygen conditions. Both cargos were phys. encapsulated in the nanoscale micelles. The placebo micelles transiently induced the depletion of reduced NADP (NADPH) as well as glutathione and thioredoxin under hypoxia, which further inactivated NQO1 because NADPH was the cofactor of NQO1. As a consequence, the expression of HIF-1α was repressed due to the dual action of dicoumarol and polymer. The degradation of HIF-1α significantly increased the vulnerability of SKOV3 cells to sorafenib-induced apoptosis, as indicated by the enhancement of cytotoxicity, and increase of caspase 3 and cytochrome C. The current work opens new avenues of addressing hypoxia-induced drug resistance in chemotherapy. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate).

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Name: (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Buchsteiner, Michael et al. published their research in Chemistry – A European Journal in 2020 | CAS: 1908437-58-0

(4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Synthetic Route of C53H54N2O2

Catalytic Asymmetric Fluorination of Copper Carbene Complexes: Preparative Advances and a Mechanistic Rationale was written by Buchsteiner, Michael;Martinez-Rodriguez, Luis;Jerabek, Paul;Pozo, Iago;Patzer, Michael;Noethling, Nils;Lehmann, Christian W.;Fuerstner, Alois. And the article was included in Chemistry – A European Journal in 2020.Synthetic Route of C53H54N2O2 The following contents are mentioned in the article:

The Cu-catalyzed reaction of substituted α-diazoesters with fluoride gives α-fluoroesters with ee values of up to 95%, provided that chiral indane-derived bis(oxazoline) ligands were used that carry bulky benzyl substituents at the bridge and moderately bulky iso-Pr groups on their core. The apparently homogeneous solution of CsF in C6F6/hexafluoroisopropanol (HFIP) is the best reaction medium, but CsF in the biphasic mixture CH2Cl2/HFIP also provides good results. DFT studies suggest that fluoride initially attacks the Cu- rather than the C-atom of the transient donor/acceptor carbene intermediate. This unusual step is followed by 1,2-fluoride shift; for this migratory insertion to occur, the carbene must rotate about the Cu-C bond to ensure orbital overlap. The directionality of this rotatory movement within the C2-sym. binding site determines the sense of induction. This model is in excellent accord with the absolute configuration of the resulting product as determined by x-ray diffraction using single crystals of this a priori wax-like material grown by capillary crystallization This study involved multiple reactions and reactants, such as (4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0Synthetic Route of C53H54N2O2).

(4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Synthetic Route of C53H54N2O2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Qiao, Jin-Bao et al. published their research in Organic Letters in 2016 | CAS: 1908437-58-0

(4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Category: oxazolidine

Asymmetric intramolecular desymmetrization of meso-α,α’-diazido alcohols with aryldiazoacetates: assembly of chiral C3 fragments with three continuous stereocenters was written by Qiao, Jin-Bao;Zhao, Yu-Ming;Gu, Peiming. And the article was included in Organic Letters in 2016.Category: oxazolidine The following contents are mentioned in the article:

Chiral dihydrooxazines I (2a–n; R = H, Ph, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, Me, PhCH2; R-R = CH2CH2; X = H, 4-F, 4-Cl, 4-Br, 4-Me, 4-MeO, 3,4-benzo) were prepared by desymmetrization and cyclization of meso-diazidopropyl diazobenzeneacetates II catalyzed by copper-bis(oxazoline) chiral catalysts. The chiral Cu-complex-catalyzed intramol. interception of meso-α,α’-diazido alcs. with aryldiazoacetates is explored. Most of the enantioenriched α-imino esters 2 with three continuous stereocenters are produced with good to excellent yield and enantioselectivity, and a chiral pocket model is proposed for rationalization of the intramol. desymmetrization. This study involved multiple reactions and reactants, such as (4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0Category: oxazolidine).

(4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

 

Zhao, Lei’s team published research in Angewandte Chemie, International Edition in 61 | CAS: 2185014-88-2

Angewandte Chemie, International Edition published new progress about 2185014-88-2. 2185014-88-2 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), and the molecular formula is C28H18O4, Name: (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole).

Zhao, Lei published the artcileLigand-Controlled NiH-Catalyzed Regiodivergent Chain-Walking Hydroalkylation of Alkenes, Name: (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), the publication is Angewandte Chemie, International Edition (2022), 61(30), e202204716, database is CAplus and MEDLINE.

A NiH-catalyzed migratory hydroalkylation of alkenyl amines with predictable and switchable regioselectivity is reported. By utilizing a ligand-controlled, directing group-assisted strategy, various alkyl units are site-selectively installed at inert sp3 C-H sites far away from the original C=C bonds. A range of structurally diverse α- and β-branched protected amines are conveniently synthesized via stabilization of 5- and 6-membered nickelacycles resp. This method exhibits broad scope and high functional group tolerance, and can be applied to late-stage modification of medicinally relevant mols.

Angewandte Chemie, International Edition published new progress about 2185014-88-2. 2185014-88-2 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), and the molecular formula is C28H18O4, Name: (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole).

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Yur’ev, Yu. K.’s team published research in Zhurnal Obshchei Khimii in 28 | CAS: 20662-83-3

Zhurnal Obshchei Khimii published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C18H28N2O7, Recommanded Product: 4,5-Dimethyloxazole.

Yur’ev, Yu. K. published the artcileCatalytic transformations of heterocyclic compounds. LIII. Transformations of homologs of oxazole into homologs of thiazole, Recommanded Product: 4,5-Dimethyloxazole, the publication is Zhurnal Obshchei Khimii (1958), 7-11, database is CAplus.

cf. C.A. 46, 8086a; 51, 2720d. Passage of 9 g. 2,5-dimethyloxazole (b. 115-17°, n21D 1.4394, d21 0.9856) over Al2O3 in H2S stream at 350° gave 13% unchanged material and 13% 2,5-dimethylthiazole, b760 151-3°, 1.4898, 1.0280 (picrate, m. 172°). At 300° the yield is 13%, at 375° it is 12%. At 375° 4,5-dimethyloxazole (b755 115-17°, n20D 1.4432, d20 0.9966) passed over Al2O3 in H2S stream gave 15.5% 4,5-dimethylthiazole, b47 75-7°, 1.5193, 1.0699 (picrate, m. 187°). Similarly at 375° 2,4-dimethyloxazole (b750 106-8°, 1.4389, 0.9757) gave 12% 2,4-dimethylthiazole, b50 67-8°, 1.5095, 1.0513 (picrate, m. 137-8°), while 2,4,5-trimethyloxazole (b760 137-8°, 1.4425, 0.9569) gave similarly 10% 2,4,5-trimethylthiazole, b20 64-6°, 1.5023, 1.0327 (picrate, m. 132°). The results indicate that the oxazole ring is more stable to attack by H2S than is furan.

Zhurnal Obshchei Khimii published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C18H28N2O7, Recommanded Product: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Golovnya, R. V.’s team published research in Journal of Chromatography in 552 | CAS: 20662-83-3

Journal of Chromatography published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Name: 4,5-Dimethyloxazole.

Golovnya, R. V. published the artcileRetentions of alkyloxazoles and alkylthiazoles and their prediction based on non-linear additivity concepts in gas chromatography, Name: 4,5-Dimethyloxazole, the publication is Journal of Chromatography (1991), 552(1-2), 1-12, database is CAplus.

The gas chromatog. (GC) behavior of 39 alkyloxazoles and alkylthiazoles was studied on three capillary columns with OV-101-KF, Triton X-305-KF and PEG-40M-KF. The regularities in the thermodn. characteristics of sorption of azoles having O or S atoms were established. Energy contributions of Me, Et and Pr groups to the partial molar free energy of sorption of alkyloxazoles and alkylthiazoles were determined It was found that the contributions of the same alkyl group are different and dependent on the nature of the heterocycle and the position of the alkyl group with respect to the heteroatoms in the azole ring. Two methods for the prediction of retention indexes on the basis of the analogy of the GC behavior of azoles and inconstancy of the contributions of the same alkyl groups are given. The predicted retention indexes are in good agreement with the exptl. values.

Journal of Chromatography published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Name: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Melot, Romain’s team published research in Angewandte Chemie, International Edition in 60 | CAS: 138429-17-1

Angewandte Chemie, International Edition published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C14H24N2O2, Safety of (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole.

Melot, Romain published the artcilePalladium(0)-Catalyzed Enantioselective Intramolecular Arylation of Enantiotopic Secondary C-H Bonds, Safety of (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, the publication is Angewandte Chemie, International Edition (2021), 60(13), 7245-7250, database is CAplus and MEDLINE.

The enantioselective functionalization of nonactivated enantiotopic secondary C-H bonds is one of the greatest challenges in transition-metal-catalyzed C-H activation proceeding by an inner-sphere mechanism. Such reactions have remained elusive within the realm of Pd0 catalysis. Reported here is the unique reactivity profile of the IBiox ligand family in the Pd0-catalyzed intramol. arylation of such nonactivated secondary C-H bonds. Chiral C2-sym. IBiox ligands led to high enantioselectivities for a broad range of valuable indane products containing a tertiary stereocenter, as well as the arylation of secondary C-H bonds adjacent to amides. Depending on the amide substituents and upon control of reaction time, indanes containing labile tertiary stereocenters were also obtained with high enantioselectivities. Anal. of the steric maps of the IBiox ligands indicated that the level of enantioselectivity correlates with the difference between the two most occupied and the two less occupied space quadrants, and provided a blueprint for the design of even more efficient ligands.

Angewandte Chemie, International Edition published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C14H24N2O2, Safety of (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

Cantalejo, Maria J.’s team published research in Journal of Agricultural and Food Chemistry in 45 | CAS: 20662-83-3

Journal of Agricultural and Food Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Quality Control of 20662-83-3.

Cantalejo, Maria J. published the artcileAnalysis of Volatile Components Derived from Raw and Roasted Earth-Almond (Cyperus esculentus L.), Quality Control of 20662-83-3, the publication is Journal of Agricultural and Food Chemistry (1997), 45(5), 1853-1860, database is CAplus.

Volatile aroma components of raw earth almond and those developed in a roasting process were analyzed by gas chromatog./mass spectrometry to determine the identity of compounds that would indicate the degree of roasting. In all, 143 components (ca. 90% of the total isolate) were pos. identified, of which 138 are reported as earth almond volatiles for the 1st time. The main flavor compounds identified in raw earth almond were alcs., whereas in roasted earth almond, the majority of the volatiles identified suggest the flavor formation is via the Maillard reaction, with pyrazines contributing directly to the roasted flavor of earth almond.

Journal of Agricultural and Food Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Quality Control of 20662-83-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

 

DeStevens, George’s team published research in Journal of Organic Chemistry in 23 | CAS: 20662-83-3

Journal of Organic Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Name: 4,5-Dimethyloxazole.

DeStevens, George published the artcileHeterocycles. VII. Oxazolin-2-ones, Name: 4,5-Dimethyloxazole, the publication is Journal of Organic Chemistry (1958), 1572-3, database is CAplus.

cf. preceding abstract Since some thiazolin-2-ones (Ia) showed a marked analgetic effect in laboratory animals it was interesting to modify the hetero atoms; thus the exchange of S for O was studied. In the synthesis of the desired 2,3,4,5,6,7-hexahydrobenzoxazolin-2-one (I) some difficulties were encountered. α-Hydroxycyclohexanone (II), when freshly distilled exists as a true monomer which was demonstrated by its strong infrared absorption bands at 3480 and at 1715 cm.-1 but on standing several hrs. dimerizes to a hemiacetal. Thus the monomer II condensed with H2NCO2Et (III) to give only I whereas the dimer condenses with III to give 4,5,6,7-tetrahydrobenzimidazolin-2-one (IV) plus an oil which analyzes for the carbamate (V) of the dimer. The structure of V is not fully elucidated. Finally the alternate approach through α-aminocyclohexane (VI).HCl and COCl2 gave a small amount of I. I tested for analgesia according to the rat-tail burn technique was comparable with Ia in activity. I was found to be more toxic than Ia. Further work in this series is underway. Acetoin (44 g.), 125 g. III, and 250 ml. HCONMe2 refluxed 25 hrs., solvent and excess III distilled in vacuo, and the residue distilled gave 75% 4,5-dimethyloxazolin-2-one (VII), m. 112-13° (alc.-hexane). VII (1.2 g.) refluxed 15 min. with 0.23 g. Na in 50 ml. MeOH, excess MeI added and the mixture refluxed 24 hrs., the solution evaporated to dryness, the residue extracted with C6H6, and distilled gave 55% 3,4,5-trimethyloxazolin-2-one, b0.12 76°, needles, m. 62° (H2O). VII (6 g.) refluxed 15 min. with 1.24 g. Na in 200 ml. iso-PrOH, 6.7 g. PhCH2Cl added, the refluxing continued 16 hrs., chilled, the NaCl removed, and the filtrate concentrated gave on distillation 3.2 g. 3-benzyl-4,5-dimethyloxazolin-2-one (VIII), b0.06 140°, m. 90-1° (C6H6). 3-(p-Acetamidophenoxyethyl)-4,5-dimethyloxazolin-2-one was prepared as was VIII, m. 150-1° (C6H6). VII (6.8 g.) refluxed 10 min. with 1.38 g. Na in 200 ml. iso-PrOH, then 24 hrs. longer with a molar equivalent of Me2N(CH2)3Cl, the alc. removed, the residue extracted with 10% HCl, the aqueous extract made slightly alk., extracted with Et2O, dried, and treated with dry HCl gave 3-(3-dimethylaminopropyl)-4,5-dimethyloxazolin-2-one-HCl (IX), m. 222-3° (alc.). 3-(2-Piperidinoethyl)-4,5-dimethyloxazolin-2-one-HCl was prepared as in the previous example for IX, m. 226° (alc.). The MeI of the free base was prepared by treating an Et2O solution of the free base with MeI and leaving 3 days at room temperature, m. 216-18° (decomposition) (alc.). VII (0.5 g.) and 6 ml. Ac2O refluxed 3 hrs. gave 3-acetyl-4,5-dimethyloxazolin-2-one, b0.08 67-9°, m. 50° (H2O). Freshly distilled II (17 g.), 32 g. III, 350 ml. HCONMe2, and 1 ml. C5H5N refluxed 20 hrs., the solvent removed, and the residue distilled in vacuo gave a yellow oil, b0.6 160°. This was taken up in 2 ml. alc. and 2 ml. hexane and 2 ml. Et2O added to give on chilling I, m. 130-1° (alc.-Et2O). Using identical reaction conditions but using the dimer of II (m. 111-20°) resulted in formation of 90% IV, m. 340°, and a small amount of V, b0.1 94°. VI (14.8 g.) in PhMe saturated with COCl2 and refluxed 2 hrs., chilled, filtered, the filtrate evaporated to dryness, and the residue worked up gave 0.5 g. I, identical in properties with the above prepared specimen.

Journal of Organic Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Name: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem