185396-37-6

Basic information

• Product Name: (R)-2-amino-3-hydroxy-2-benzylpropionic acid
• Synonyms: (R)-2-amino-3-hydroxy-2-benzylpropionic acid
• CAS NO: 185396-37-6
• Molecular Weight: 195.218
• Mol File: 185396-37-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-2-amino-3-hydroxy-2-benzylpropionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-amino-3-hydroxy-2-benzylpropionic acid(185396-37-6)
• EPA Substance Registry System: (R)-2-amino-3-hydroxy-2-benzylpropionic acid(185396-37-6)

Safety Data

• Hazardous Substances Data: 185396-37-6(Hazardous Substances Data)

Upstream product

• 1393737-33-1 diethyl 2-benzyl-2-(N-((R)-α-methylbenzyl)amino)malonate 
• 51127-28-7 (RS)-5-benzoylamino-5-benzyl-4-oxo-1,3-dioxane 
• 52421-48-4 (RS)-2-benzoylamino-2-benzyl-3-hydroxypropanoic acid 
• 186904-43-8 (S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid 2-oxo-3-phenyl-propyl ester 
• 186904-45-0 (3S,5S)-3-Benzyl-5-isopropyl-6-oxo-morpholine-3-carbonitrile 
• 4982-08-5 1-hydroxy-3-phenylpropan-2-one 
• 851511-44-9 (R)-4-benzyl-2-biphenyl-2-yl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester 
• 188569-20-2 (S)-3-Benzyl-5-isopropyl-6-oxo-3,6-dihydro-2H-[1,4]oxazine-3-carbonitrile 
• 185396-33-2 (R)-2-benzoylamino-2-benzyl-3-hydroxypropanoic acid 
• 1393737-25-1 diethyl 2-benzyl-2-(N-((R)-α-methylbenzyl)amino)malonate hydrochloride 
• 1393737-58-0 (S)-4-benzyl-4-hydroxymethyl-2-oxazolidinone 
• 1393737-43-3 (4S,αR)-4-benzyl-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone 
• 1393737-37-5 (R)-2-benzyl-2-((α-methylbenzyl)amino)-1,3-propanediol 

Downstream Products

• 188569-21-3 (R)-2-tert-Butoxycarbonylamino-2-hydroxymethyl-3-phenyl-propionic acid 
• 901266-35-1 4-benzyl-3-[2-(tert-butyl-dimethyl-silanyloxy)-3-phenylsulfanyl-propionyl]-2-oxo-oxazolidine-4-carboxylic acid benzyl ester 
• 901266-43-1 8a-benzyl-6-phenylsulfanylmethyl-dihydro-oxazolo[4,3-c][1,4]oxazine-3,5,8-trione 
• 901266-51-1 8a-benzyl-6-methylene-dihydro-oxazolo[4,3-c][1,4]oxazine-3,5,8-trione 
• 901266-27-1 (R)-4-Benzyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester 

Relevant articles and documents

Construction of chiral α-amino quaternary stereogenic centers via phase-transfer catalyzed enantioselective α-alkylation of α-amidomalonates

An efficient enantioselective synthetic method for α-amido-α-alkylmalonates via phase-transfer catalytic α-alkylation was successfully developed. The α-alkylation of α-amidomalonates under phase-transfer catalytic conditions (50% KOH, toluene, 40 °C) in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide afforded the corresponding α-amido-α-alkylmalonates in high chemical yields (up to 99%) and optical yields (up to 97% ee), which could be readily converted to versatile chiral intermediates bearing α-amino quaternary stereogenic centers. The synthetic potential of this methodology was demonstrated via the synthesis of chiral azlactone, oxazoline, and unnatural α-amino acid.

Highly enantioselective synthesis of (R)-α-alkylserines via phase-transfer catalytic alkylation of o-biphenyl-2-oxazoline-4-carboxylic acid tert-butyl ester using cinchona-derived catalysts

(Chemical Equation Presented) A highly enantioselective synthetic method for (R)-α-alkylserines was developed by the phase-transfer catalytic alkylation of obiphenyl-2-oxazoline-4-carboxylic acid tert-butyl ester (4i) using cinchona-derived phase-transfer

α-Hydroxymethylphenylglycine and α-hydroxymethylphenylalanine: Synthesis, resolution, and absolute configuration

Racemic α-hydroxymethylphenylglycine and α-hydroxymethylphenylalanine have been synthesized by selective hydroxymethylation of oxazolones derived from phenylglycine and phenylalanine, and resolved into enantiomers by fractional crystallization of their di