Heterocyclic Building Blocks-Oxazolidine

Preparation of 2-[(4R)-4,5-dihydro-4-substituted-2-oxazolyl]-phenol derivatives useful as Henry reaction catalysts was written by Luo, Mei. And the patent was published on December 7,2011.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the patent:

The invention relates to a process for the preparation of 2-[(4R)-4,5-dihydro-4-substituted-2-oxazolyl]-phenol derivatives I (R = i-Bu, Ph, or Bn), useful as Henry reaction catalysts. For instance, the compound I (R = Ph) was prepared by heterocyclization of o-cyanophenol with D-phenylglycinol in 60% yield. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Preparation of substituted alkynes by nucleophilic substitution reactions catalyzed by rhenium oxo complexes was written by Toste, F. Dean. And the patent was published on September 16,2004.Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the patent:

A method is provided for synthesizing substituted alkynes from alkyne reactants R1R2CXCCR3 [X = leaving group; R1 = H, (un)substituted C1-24 hydrocarbyl; R2 = H, (un)substituted C1-24 hydrocarbyl, functional group; R3 = H, silyl, (un)substituted C1-24 hydrocarbyl] and a nucleophile using rhenium (V) oxo complex as a catalyst. The method does not require activation of the leaving group or ionization of the nucleophilic reactant, and may be carried out in the presence of air and moisture. The invention is useful in synthesizing propargyl ethers, propargyl amines, and the like. Thus, reaction of PhCH(OH)CC(CH2)3CH3 with 3-chloropropanol in MeCN with 5 mol % (dppm)ReOCl3 gave 96% propargylic ether PhCH(OCH2CH2CH2Cl)CC(CH2)3CH3. The substitution reaction was also carried out with nitrogen and carbon nucleophiles. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Chiral phosphine compound, its synthesis method and application was written by Luo, Mei. And the patent was published on September 23,2009.Quality Control of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the patent:

The invention provides a method for the synthesis of chiral phosphine compounds of formula I (R = iso-Bu, iso-Pr, Ph, and benzyl), which comprises allowing to react 2-cyanophenol with L-amino alc. in the presence of anhydrous Compounds of formula I were prepared via cyclization of 2-cyanophenol with L-amino alcs.; the resulting (oxazolinyl)phenols underwent condensation with phenylphosphonic dichloride to give I. The L-amino alcs. are selected from L-leucinol, L-valinol, L-Ph glycinol, and L-Ph alaninol. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Quality Control of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Quality Control of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

2-[(4R)-4,5-dihydro-4-R-2-oxazolyl]phenyl diphenylphosphonate, and synthesis method and application thereof was written by Luo, Mei. And the patent was published on July 20,2011.Recommanded Product: 150699-08-4 The following contents are mentioned in the patent:

Title compound as shown formula I is synthesized by allowing to react 2-cyanophenol with d-amino alc. in O2-free anhydrous chlorobenzene in the presence of ZnCl2 under refluxing for 24 h to obtain 2-[(4R)-4,5-dihydro-4-R-2-oxazolyl]phenol, and then allowing to react with diphenylphosphonyl chloride in O2-free anhydrous toluene-triethylamine under refluxing for 24 h, wherein R = -CH2CH(CH3)2, -CH(CH3)2, Ph, or -CH2Ph. The compound can be used as chiral catalyst and shows good catalytic activity and high enantioselectivity during asym. synthesis of 2-methylbenzaldehyde. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Recommanded Product: 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Recommanded Product: 150699-08-4

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Preparation of 2-substituted oxazoline derivative was written by Lu, Zhan; Xi, Tuo; Mei, Yuncai. And the patent was published on May 25,2016.Related Products of 163165-92-2 The following contents are mentioned in the patent:

The invention discloses a method for preparing 2-substituted oxazoline derivative of formula I via reaction of II and III in the presence of palladium catalysts, ligand and a base, wherein R1 is C1-6 alkyl, OH, CN, etc.; R2, R3, and R4 are aryl, C1-6 alkyl, or cycloalkyl; Y is N or C; X halo or halo-like group. The invention provides a route for efficiently and rapidly synthesizing the 2-substituted oxazoline compound, which uses the catalytic amount of palladium and ligand, so that the reaction can be carried out at a high yield and high adaptability, has stereochem. specificity, and can prepare the enantiomer-purity 2-substituted oxazoline compound This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Related Products of 163165-92-2).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Related Products of 163165-92-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Chiral phosphoramidate compound used as chiral catalyst was written by Luo, Mei. And the patent was published on May 25,2011.Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the patent:

The invention relates to chiral phosphoramidate compound as shown in formula I, wherein R is -CH2CH(CH3)2 or -CH(CH3)2 or -CH2Ph. Title chiral phosphoramidate compound is prepared by allowing to react 2-cyanophenol with L-amino alc. in chlorobenzene solvent for 24 h under water-free and oxygen-free conditions and refluxing in the presence of anhydrous ZnCl2 as catalyst to obtain 2-[(4S)-4,5-dihydro-4-R-2-oxazolinyl]phenol intermediate, then reacting with phenylphosphonyl dichloride in toluene-triethylamine solvent under refluxing for 24 h. The inventive product can be used as chiral catalyst, showing fine catalytic activity and high enantioselectivity in asym. cyanosilylation of 2-methylbenzaldehyde. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

2-[(4R)-4,5-dihydro-4-R-2-oxazolyl]phenyl diphenylphosphonate, and synthesis method and application thereof was written by Luo, Mei. And the patent was published on July 20,2011.SDS of cas: 1045894-43-6 The following contents are mentioned in the patent:

Title compound as shown formula I is synthesized by allowing to react 2-cyanophenol with d-amino alc. in O2-free anhydrous chlorobenzene in the presence of ZnCl2 under refluxing for 24 h to obtain 2-[(4R)-4,5-dihydro-4-R-2-oxazolyl]phenol, and then allowing to react with diphenylphosphonyl chloride in O2-free anhydrous toluene-triethylamine under refluxing for 24 h, wherein R = -CH2CH(CH3)2, -CH(CH3)2, Ph, or -CH2Ph. The compound can be used as chiral catalyst and shows good catalytic activity and high enantioselectivity during asym. synthesis of 2-methylbenzaldehyde. This study involved multiple reactions and reactants, such as (R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6SDS of cas: 1045894-43-6).

(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. Chiral oxazolidines are widely used as chiral auxiliaries, chiral ligands, protecting and/or directing groups in a variety of asymmetric transformations, thanks also to their easy cleavage or their further elaboration possibilities.SDS of cas: 1045894-43-6

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On May 31, 1985, Hamaguchi, Shigeki; Yamamura, Hiroshi; Hasegawa, Junzo; Watanabe, Kiyoshi published an article.Product Details of 97859-49-9 The title of the article was Biological resolution of racemic 2-oxazolidinones. Part IV. Enzymic resolution of 2-oxazolidinone esters. And the article contained the following:

The asym. hydrolysis was investigated of (R,S)-5-butanoyloxymethyl-3-phenyl-2-oxazolidinone (I) and (R,S)-5-hexanoyloxymethyl-2-oxazolidinone (II) by lipoprotein lipase from Pseudomonas aeruginosa. Lipoprotein lipase had the ability to hydrolyze racemates of I and II enantioselectively, but had no enantioselectivity on the hydrolysis of (R,S)-5-hexanoyloxymethyl-3-tert-butyloxazolidine and (R,S)-4-hexanoyloxymethyl-1,3-dioxolane-2-one. The experimental process involved the reaction of (R)-5-(Hydroxymethyl)oxazolidin-2-one(cas: 97859-49-9).Product Details of 97859-49-9

The Article related to oxazolidinone ester hydrolysis lipoprotein lipase, enzyme resolution oxazolidinone ester racemate, Biochemical Methods: Biological and other aspects.Product Details of 97859-49-9

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On May 3, 2018, Huang, Hui; Lanter, James C.; Meegalla, Sanath K.; Player, Mark R. published a patent.Recommanded Product: 168297-86-7 The title of the patent was Preparation of cyclohexyl derivatives as GPR40 agonists for the treatment of type II diabetes. And the patent contained the following:

Disclosed are compounds of formula I, compositions and methods for treating of disorders that are affected by the modulation of the GPR40 receptor. Compounds of formula I wherein G is 5-C1-3 alkoxy-2-fluorophenyl, 2-C1-3 alkoxy-5-fluoropyridin-4-yl, 6-methoxypyrazin-2-yl-4-methoxypyrimidin-2-yl, 2-ethyl-5-fluorophenyl and 2-ethyl-5-fluoropyridin-4-yl; R1 is H, OH, MeO and F; Ra is H and C1-4 alkyl; L is OCH2, NHCH2, CH2CH2 and CH:CH; ring W is Ph and pyridinyl; R2 is C3-5 cycloalkyl, methoxyacetylenyl, and EtO; R3 is H, Me, CF3 and F; A is carboxy and 1H-tetrazol-5-yl; and enantiomers, diastereoisomers and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). The example compounds were evaluated for their GPR40 agonistic activity. From the assay, it was determined that compound II exhibited IC50 values in the range of 0.0005 μM tp 0.0028 μM. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Recommanded Product: 168297-86-7

The Article related to cyclohexyl derivative preparation gpr40 agonist treatment diabetes type ii, Alicyclic Compounds: Cyclohexanes and other aspects.Recommanded Product: 168297-86-7

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

On October 5, 2012, Ivashkin, Pavel; Couve-Bonnaire, Samuel; Jubault, Philippe; Pannecoucke, Xavier published an article.COA of Formula: C8H15NO2 The title of the article was Asymmetric synthesis of cyclopropanes with a monofluorinated quaternary stereocenter. And the article contained the following:

New chiral fluorinated reagents (N-(dibromofluoroacetyl)oxazolidinones) were easily synthesized and used in an asym. cyclopropanation process. The Michael initiated ring closure reaction provided chiral cyclopropanes bearing a fluorinated quaternary stereocenter. Various electron-deficient alkenes can be used to efficiently obtain chiral polysubtituted fluorinated cyclopropanes in good yields. Moderate to very good cis/trans ratios were obtained with a high level of diastereoselectivity for each isomer. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).COA of Formula: C8H15NO2

The Article related to fluorocyclopropane enantioselective preparation, dibromofluoroacetyl oxazolidinone preparation acrylate asym cyclopropanation, Alicyclic Compounds: Cyclopropanes and other aspects.COA of Formula: C8H15NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem