Heterocyclic Building Blocks-Oxazolidine

Reactions of m-chloroperoxybenzoic acid with dimeric cyclopalladated complexes derived from 2-phenyl-2-oxazolines was written by Kukowski, Jonathan E.; Keuseman, Kristopher J.; Smoliakova, Irina P.. And the article was included in Transition Metal Chemistry (Dordrecht, Netherlands) on November 30,2015.Synthetic Route of C13H17NO2 The following contents are mentioned in the article:

Cyclopalladated complexes (CPCs) (S,S)-di-μ-Cl(κ2-C,N)2Pd2 (1a,b) and (S,S)-di-μ-OAc(κ2-C,N)2Pd2 (7a,b) obtained from (S)-4-t-butyl-(a) and (S)-4-ethyl-2-phenyl-2-oxazoline (b) were reacted with m-chloroperoxybenzoic acid (m-CPBA) at room temperature in methylene chloride, Et acetate or acetonitrile followed by workup with lithium chloride. Oxidation products formed in these reactions include dinuclear complexes (S,S)-di-μ-Cl(κ2-N,O)2Pd2 (2a), (S,S)-di-μ-oxo(κ2-N,O)2Pd2Cl2 (2b), and (S,S)-di-μ-(m-Cl-C6H4CO2)(κ2-N,O)2Pd2 (3a,b), mononuclear derivatives (S,S)-bis(κ2-N,O)Pd (4a,b) and dinuclear monooxidn. complexes (S,S)-di-μ-Cl(κ2-N,O)(κ2-C,N)Pd2 (5a,b). Each complex was isolated in low yield (6-46 %) with the combined yield of oxidation products reaching up to 64%. The best selectivity in product distribution was observed for the reactions of μ-OAc-CPCs 7a,b with 2.7 equiv of m-CPBA in acetonitrile, in which oxygen-insertion adducts 2a and 4b were isolated in 44 and 46% yields, resp. The structures of all complexes were supported by spectroscopic methods. An x-ray crystallog. study of compound 4a was performed, confirming its mononuclear structure and revealing an unusual bent geometry. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8Synthetic Route of C13H17NO2).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) 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. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Synthetic Route of C13H17NO2

135948-04-8;(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol;The future of 135948-04-8;New trend of C13H17NO2;function of 135948-04-8

Palladium-Catalyzed C-2 C-H Heteroarylation of Chiral Oxazolines: Diverse Synthesis of Chiral Oxazoline Ligands was written by Xi, Tuo; Mei, Yuncai; Lu, Zhan. And the article was included in Organic Letters on December 18,2015.Formula: C16H15NO2 The following contents are mentioned in the article:

A direct, efficient, and practical protocol to install a chiral oxazoline unit onto aryl/heteroaryl rings via palladium-catalyzed C-H functionalization of 2-positions of oxazolines with a variety of halides using dppe as the ligand has been developed. Various chiral oxazoline ligands could be synthesized, even in a 10-g scale process. This protocol is a good supplement to traditional methods and for diverse synthesis of chiral oxazoline ligands. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Formula: C16H15NO2).

(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. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Formula: C16H15NO2

163165-92-2;(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-92-2;New trend of C16H15NO2;function of 163165-92-2

Oxorhenium(V) Complexes with Phenolate-Oxazoline Ligands: Influence of the Isomeric Form on the O-Atom-Transfer Reactivity was written by Schachner, Joerg A.; Terfassa, Belina; Peschel, Lydia M.; Zwettler, Niklas; Belaj, Ferdinand; Cias, Pawel; Gescheidt, Georg; Moesch-Zanetti, Nadia C.. And the article was included in Inorganic Chemistry on December 15,2014.Reference of 163165-91-1 The following contents are mentioned in the article:

The bidentate phenolate-oxazoline ligands 2-(2′-hydroxyphenyl)-2-oxazoline (1a, Hoz) and 2-(4′,4′-dimethyl-3′,4′-dihydrooxazol-2′-yl)phenol (1b, Hdmoz) were used to synthesize two sets of oxorhenium(V) complexes, namely, [ReOCl2(L)(PPh3)] [L = oz (2a) and dmoz (2b)] and [ReOX(L)2] [X = Cl, L = oz (3a or 3a’); X = Cl, L = dmoz (3b); X = OMe, L = dmoz (4)]. Complex 3a’ is a coordination isomer (N,N-cis isomer) with respect to the orientation of the phenolate-oxazoline ligands of the previously published complex 3a (N,N-trans isomer). The reaction of 3a’ with silver triflate in acetonitrile led to the cationic compound [ReO(oz)2(NCCH3)](OTf) ([3a’](OTf)). Compound 4 is a rarely observed isomer with a trans-O=Re-OMe unit. Complexes 3a, 3a’, [3a’](OTf), and 4 were tested as catalysts in the reduction of a perchlorate salt with an organic sulfide as the O acceptor and are active, in contrast to 2a and 2b. A comparison of the two isomeric complexes 3a and 3a’ showed significant differences in activity: 87% 3a vs. 16% 3a’ sulfoxide yield. When complex [3a’](OTf) was used, the yield was 57%. D. functional theory calculations circumstantiate all of the proposed intermediates with N,N-trans configurations to be lower in energy compared to the resp. compounds with N,N-cis configurations. Also, no interconversions between N,N-trans and N,N-cis configurations are predicted, which is in accordance with exptl. data. This is interesting because it contradicts previous mechanistic views. Kinetic analyses determined by UV-visible spectroscopy on the rate-determining oxidation steps of 3a, 3a’, and [3a’](OTf) proved the N,N-cis complexes 3a’ and [3a’](OTf) to be slower by a factor of ∼4. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Reference of 163165-91-1).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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.Reference of 163165-91-1

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

A chiral phosphonoamide ester compound and the preparation method thereof was written by Luo, Mei. And the patent was published on March 21,2012.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the patent:

This patent supplies a chiral phosphonoamide ester compound, which is named 4H-1,3,2-phenyloxazolinyl phosphonoamide-2,3-dihydro-2-phenyl-3(R)-(R)-α-(chloromethyl)-2-oxide, in which R is selected form -CH2CH(CH3)2 or -Ph or -CH2Ph. The preparation method comprises reacting 2-cyanophenol and D-amino alc. in the presence of ZnCl2 under water and oxygen free condition in chlorobenzene under reflux for 24 h, reacting the obtained intermediate in mixture of benzene and pyridine under water and oxygen free condition and under reflux for 15 h to obtain title product. Title product is used as chiral catalyst, and has high catalytic activity and high selectivity. 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. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. 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.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Preparation method of chiral aromatic amine compounds by alkylation and rearrangement was written by Guo, Chang; Chang, Xihao; Zhang, Qinglin. And the patent was published on March 20,2018.HPLC of Formula: 1045894-43-6 The following contents are mentioned in the patent:

The invention relates to the preparation method of chiral aromatic amine compounds, i.e., I and II, by alkylation and rearrangement. The prepared chiral aromatic amine compounds have high optical purity (ee value above 99%), has wide application in field of bioactive materials, chiral ligands and chiral catalysts, and can be derived for the further preparation of racemized or chiral aromatic imide ligands as the catalyst for asym. catalytic reactions. This study involved multiple reactions and reactants, such as (R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6HPLC of Formula: 1045894-43-6).

(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6) 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. 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.HPLC of Formula: 1045894-43-6

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Method for synthesis of diphenylphosphinic acid was written by Luo, Mei. And the patent was published on February 15,2012.Electric Literature of C16H15NO2 The following contents are mentioned in the patent:

The title method comprises preparing 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl]phenol or 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl]aniline, reacting with diphenylphosphinyl chloride in toluene in the presence of triethylamine for 2 days, filtering, evaporating, carrying out chromatog. with petroleum ether-dichloromethane (1:9) as eluent and volatilizing to obtain diphenylphosphonic acid crystal. The yield is about 5%. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Electric Literature of C16H15NO2).

(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. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Electric Literature of C16H15NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Method for synthesis of diphenylphosphinic acid was written by Luo, Mei. And the patent was published on February 15,2012.Application of 150699-08-4 The following contents are mentioned in the patent:

The title method comprises preparing 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl]phenol or 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl]aniline, reacting with diphenylphosphinyl chloride in toluene in the presence of triethylamine for 2 days, filtering, evaporating, carrying out chromatog. with petroleum ether-dichloromethane (1:9) as eluent and volatilizing to obtain diphenylphosphonic acid crystal. The yield is about 5%. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Application of 150699-08-4).

(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. 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.Application of 150699-08-4

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Method for synthesis of diphenylphosphinic acid was written by Luo, Mei. And the patent was published on February 15,2012.COA of Formula: C12H15NO2 The following contents are mentioned in the patent:

The title method comprises preparing 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl]phenol or 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl]aniline, reacting with diphenylphosphinyl chloride in toluene in the presence of triethylamine for 2 days, filtering, evaporating, carrying out chromatog. with petroleum ether-dichloromethane (1:9) as eluent and volatilizing to obtain diphenylphosphonic acid crystal. The yield is about 5%. This study involved multiple reactions and reactants, such as (R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6COA of Formula: C12H15NO2).

(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.COA of Formula: C12H15NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Transition metal oxo, sulfido and amido complexes as catalysts of nucleophilic addition reactions was written by Grubbs, Robert H.; Toste, F. Dean. And the patent was published on December 27,2002.HPLC of Formula: 163165-92-2 The following contents are mentioned in the patent:

Methods are provided for carrying out nucleophilic addition reactions using oxo, sulfido or amido complexes of transition metals as reaction catalysts. Exemplary catalysts are oxo complexes of Group 7 transition metals, with Re(V) oxo complexes, including dioxo complexes, preferred. Nucleophilic addition reactions that can be catalyzed using the present methods include silylation, hydrosilylation, hydroamination, silylmetalation, carbometalation, aldol reactions, hydro- and carbometalation initiated cyclization/polymerization, and epoxide/aziridine opening. The invention also pertains to novel transition metal complexes that have utility in catalyzing such reactions. For example, [ReO2L2]CN was prepared from ReO(AsPh3)2Cl3 and (4S)-(+)-phenyl-α-phenyloxazolin-2-oxazoline-2-acetonitrile. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2HPLC of Formula: 163165-92-2).

(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 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.HPLC of Formula: 163165-92-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Chiral phosphonic acid ester and its synthesis method was written by Luo, Mei. And the patent was published on December 2,2009.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 a chiral phosphonic acid ester, diphenylphosphonic acid-2-[(4S)-4,5-dihydro-4-R-2-oxazolinyl]phenol ester I, wherein R is -CH2CH(CH3)2, -CH(CH3)2, -Ph or -CH2ph. The method for synthesis of the chiral phosphonic acid ester comprises reacting 2-cyanophenol with L-amino alc. in water-free and oxygen-free condition in the presence of anhydrous ZnCl2 in chlorobenzene under reflux for 24 h to obtain intermediate, reacting with diphenylphosphinyl chloride in water-free and oxygen-free condition in toluene-triethylamine solvent under reflux for 24 h, isolating and purifying. The chiral phosphonic acid ester can react with metal organic compound to form complex, which exhibits high catalytic activity and high enantiomorphous selectivity in asym. synthesis of amygdalic acid. 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