185396-36-5

Basic information

• Product Name: D-Phenylalanine, a-(hydroxymethyl)-
• Synonyms: (S)-(+)-α-benzylserine;(S)-α-benzylserine;(S)-2-Amino-2-hydroxymethyl-3-phenyl-propionic acid;(+)-α-hydroxymethylphenylalanine
• CAS NO: 185396-36-5
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Mol File: 185396-36-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 221-222 °C (decomp)(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 417.1±45.0 °C(Predicted)
• Density: 1.291±0.06 g/cm3(Predicted)
• CAS DataBase Reference: D-Phenylalanine, a-(hydroxymethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: D-Phenylalanine, a-(hydroxymethyl)-(185396-36-5)
• EPA Substance Registry System: D-Phenylalanine, a-(hydroxymethyl)-(185396-36-5)

Safety Data

• Hazardous Substances Data: 185396-36-5(Hazardous Substances Data)

Upstream product

• 185396-34-3 (S)-2-benzoylamino-2-benzyl-3-hydroxypropanoic acid 
• 365402-94-4 (S)-(+)-2-amino-2-hydroxymethyl-3-phenylpropionic acid methyl ester 
• 365402-93-3 (S)-(+)-2-amino-2-benzyloxymethyl-3-phenylpropionic acid methyl ester 
• 365402-92-2 methyl E-(2S,3S)-(-)-2-benzyloxymethyl-3-phenyl-1H-aziridine-2-carboxylate 
• 1562415-38-6 (R)-1-benzhydryl 3-(tert-butyl)-2-bromo-2-benzylmalonate 
• 4982-08-5 1-hydroxy-3-phenylpropan-2-one 
• 365402-91-1 E-(S_S,2S,3S)-(+)-N-p-toluenesulfinyl-2-benzyloxymethyl-2-carbomethoxy-3-phenylaziridine 
• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 262378-82-5 (S)-2-Benzyl-1-((R)-2-methoxy-1-phenyl-ethyl)-aziridine-2-carboxylic acid tert-butyl ester 
• 100-39-0 benzyl bromide 
• 865144-71-4 (S)-4-benzyl-2-phenyl-1,3-oxazoline-4-carboxylic acid 
• 721401-61-2 (S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester 
• 361147-90-2 (S)-2-Hydroxymethyl-2-((R)-2-methoxy-1-phenyl-ethylamino)-3-phenyl-propionic acid tert-butyl ester 
• 51127-28-7 (RS)-5-benzoylamino-5-benzyl-4-oxo-1,3-dioxane 

Relevant articles and documents

Highly enantioselectlve phase-transfer-catalytic alkylation of 2-phenyl-2-oxazoline-4-carboxylic acid tert-butyl ester for the asymmetric synthesis of α-alkyl serines

A facile synthesis of chiral α-alkyl serines 3 involves the asymmetric alkylation of substrates 1 with alkyl halides (RX) under phase-transfer catalysis (PTC), followed by acidic hydrolysis of the alkylation products 2. The phenyl oxazoline moiety enhance

Solid-phase synthesis of α-alkylserines via phase-transfer catalytic alkylation of polymer-supported 2-phenyl-2-oxazoline-4-carboxylate

Described is the development of a new solid-phase synthetic method for α-alkylserines in which phase-transfer catalytic alkylation of polymer-supported 2-phenyl-2-oxazoline-4-carboxylate (12) is the key step. The easy preparation of the polymer-supported

Aziridine mediated asymmetric synthesis of α-benzylserine and α-n-butylserine

Regioselective hydrogenolysis of enantiopure 2-benzyloxyaziridine 2-carboxylates represents a general method for the asymmetric synthesis of α-substituted serines. The aziridines are readily prepared via an aza-Darzens reaction of the enolate of methyl 3-