65645-88-7

Usage

Uses

Used in Pharmaceutical Industry:
(S)-α-hydroxy-N-methyl-2-phenylacetamide is used as a precursor in the synthesis of various pharmaceuticals due to its N-methylated derivative nature of phenylacetamide.
Used in Chemical Industry:
(S)-α-hydroxy-N-methyl-2-phenylacetamide is used as a building block for the synthesis of bioactive molecules, leveraging its hydroxy group and chiral properties.
Used in Research and Development:
(S)-α-hydroxy-N-methyl-2-phenylacetamide is used as a subject for further research and testing to explore its pharmacological properties and potential applications in drug development.

Upstream product

• 623-59-6 N-acetyl-N'-methylurea 
• 774-40-3 hydroxy-phenyl-acetic acid ethyl ester 
• 4358-87-6 (RS)-methyl mandelate 
• 74-89-5 methylamine 
• 19331-89-6 5-phenyl-2-thioxo-oxazolidin-4-one 
• 142437-76-1 N-(Mesyloxy)-N-methylphenylacetanilide 
• 27032-85-5 5-phenyl-1,3-dioxalan-4-one 
• 89881-08-3 (N-methylcarbamoyl)(phenyl)methyl acetate 
• 67-56-1 methanol 
• 671777-78-9 N-methyl-2-oxo-2-phenyl-N-trimethylsilanylmethyl-acetamide 
• 103-80-0 phenylacetyl chloride 
• 100-52-7 benzaldehyde 
• 141694-25-9 N-methoxy-N-methyl-α-oxo-benzeneacetamide 
• 20342-65-8 2-hydroxypropanedinitrile 

Downstream Products

• 157737-59-2 (+/-)-O,N-Bis(trimethylsilyl)mandelsaeure-methylamid 
• 68579-60-2 2-(methylamino)-1-phenylethanol 
• 151414-64-1 2-trimethylsilyloxy-2-phenylacetic acid N-methylamide 
• 89881-08-3 (N-methylcarbamoyl)(phenyl)methyl acetate 
• 151414-68-5 2,2,4-trimethyl-6-phenyl-1-oxa-4-aza-2-silacyclohexan-5-one 
• 151414-66-3 N-methyl-N-amide of 2-trimethylsilyloxy-2-phenylacetic acid 
• 303030-24-2 2,3-Dimethyl-5-phenyl-1,3-oxazolidin-4-on 
• 88953-56-4 3-methyl-5-phenyloxazolidine 
• 88953-55-3 α-phenyl-β-(N-methylformamido)ethanol 
• 83490-71-5 N?methyl?2?oxo?2?phenylacetamide 
• 89843-35-6 (R)-N-methyl mandelamide 
• 89053-48-5 (5S)-5-phenyl-3-methyl-4-oxazolidinone 
• 871224-68-9 (S)-2-(methylamino)-2-oxo-1-phenylethyl 4-methylbenzenesulfonate 
• 1202689-49-3 (R)-2'-{1-chloro-3-cyclopropyl-(S)-8-[2-(3-fluoro-4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl}-N-methyl-2'-phenyl-acetamide 

Relevant academic research and scientific papers

Method for synthesizing chiral alpha-hydroxy amide by catalyzing prochiral alpha-keto-amide

The invention provides a novel method for preparing chiral alpha-hydroxy amide through asymmetric hydrogenation of pro-chiral alpha-keto-amide using a novel tridentate nitrogen phosphine ligand to prepare a series of chiral alpha-hydroxy amide compounds.

Enantioselective Iridium-Catalyzed Hydrogenation of α-Keto Amides to α-Hydroxy Amides

A highly enantioselective iridium-catalyzed hydrogenation of α-keto amides to form α-hydroxy amides has been achieved with excellent results (up to >99% conversion and up to >99% ee, TON up to 100?000). As an example, this protocol was applied to the synthesis of (S)-4-(2-amino-1-hydroxyethyl)benzene-1,2-diol, the enantiomer of norepinephrine, which is widely used as an injectable drug for the treatment of critically low blood pressure. Density functional theory (DFT) calculations were also carried out to reveal the reaction mechanism.

Selective α-Oxyamination and Hydroxylation of Aliphatic Amides

Compared to the α-functionalization of aldehydes, ketones, even esters, the direct α-modification of amides is still a challenge because of the low acidity of α-CH groups. The α-functionalization of N?H (primary and secondary) amides, containing both an unactived α-C?H bond and a competitively active N?H bond, remains elusive. Shown herein is the general and efficient oxidative α-oxyamination and hydroxylation of aliphatic amides including secondary N?H amides. This transition-metal-free chemistry with high chemoselectivity provides an efficient approach to α-hydroxy amides. This oxidative protocol significantly enables the selective functionalization of inert α-C?H bonds with the complete preservation of active N?H bond.

The 2 - hydroxy malonic cyanogen synthesis method of α - hydroxy amide

The invention relates to synthesis of alpha-oxyamide through reaction of 2-hydroxy propylene cyanide as well as corresponding aldehyde or ketone and amine, which mainly solves the problems that the preparation of common alpha-oxyamide has a plurality of reaction steps, the reaction operation is complicated, the reaction cost is high, the post treatment is a trouble, and the like. According to the method, 2-hydroxy propylene cyanide as well as corresponding aldehyde or ketone and amine are directly mixed, methanol or acetonitrile is taken as the solvent, and the product can be obtained by stirring for 10-120 minutes. The method for synthesizing alpha-oxyamide is safe and efficient.

Ru-catalyzed highly enantioselective hydrogenation of α-keto Weinreb amides

Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru((S)-Sunphos)(benzene)Cl]Cl as the catalyst and CeCl3· 7H2O as the additive. A series of enantiopure α-hydroxy Weinreb amides (up to 97% ee) have been obtained. Catalytic amount of CeCl 3·7H2O is essential for the high reactivity and enantioselectivity and the ratio of CeCl3·7H2O to [Ru((S)-Sunphos)(benzene)Cl]Cl plays an important role in the hydrogenation reaction.

Biocatalytic reduction of α-keto amides to (R)-α-hydroxy amides using Candida parapsilosis ATCC 7330

Biocatalytic reduction of primary and secondary α-keto amides was accomplished using whole cells of Candida parapsilosis ATCC 7330. The primary (R)-α-hydroxy amides were obtained in good enantiomeric excess (up to 94%) and conversion (88-99%) as compared to the secondary (R)-α-hydroxy amides.

5,6,7,8-TETRAHYDRO-IMIDAZO[1,5-A]PYRAZINE COMPOUNDS

The invention relates to 5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine derivatives of formula (I) wherein R1, R2, R3, and R4 are as described n the description, to salts, especially pharmaceutically acceptable salts thereof, and to the use of such compounds as medicaments; especially as orexin receptor antagonists.

PROCESS FOR THE PREPARATION OF AN ENANTIOMERIC TRISUBSTITUTED 3,4-DIHYDRO-ISOQUINOLINE DERIVATIVE

The present invention relates to a process for the preparation of the compound of formula (7) which process comprises the hydrogenation of the compound of formula (4) using bis[chloro-1,5-cyclooctadiene-iridium], (S)-i-dicyclohexylphosphino-2-[(S)-α-(dime

TRISUBSTITUTED 3,4-DIHYDRO-1H-ISOQUINOLIN COMPOUND, PROCESS FOR ITS PREPARATION, AND ITS USE

The present invention relates to the compound of formula 7*acetate (see below), a process for its preparation, and its use

PROCESS FOR THE PREPARATION OF AN ENANTIOMERIC TRISUBSTITUTED 3,4-DIHYDRO-ISOQUINOLINE DERIVATIVE

The present invention relates to a process for the preparation of the compound of formula (7) which process comprises the hydrogenation of the compound of formula (4) using bis[chloro-1,5-cyclooctadiene-iridium], (S)-i -dicyclohexylphosphino- 2-[(S)-α-(di