62023-59-0

Basic information

• Product Name: (2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID
• Synonyms: (2S,3S)-3-(Z-AMINO)-2-HYDROXY-4-PHENYLBUTYRIC ACID;(2S,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTANOIC ACID;(2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID;(2S,3S)-H-APNS-OH;Z-(2S,3S)-AHPA,
• CAS NO: 62023-59-0
• Molecular Formula: C₁₈H₁₉NO₅
• Molecular Weight: 195.22
• Mol File: 62023-59-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 581.9 °C at 760 mmHg
• Flash Point: 305.7 °C
• Appearance: /
• Density: 1.295 g/cm³
• Vapor Pressure: 2.21E-14mmHg at 25°C
• Refractive Index: 1.602
• PKA: 3.56±0.17(Predicted)
• CAS DataBase Reference: (2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID(62023-59-0)
• EPA Substance Registry System: (2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID(62023-59-0)

Safety Data

• Hazardous Substances Data: 62023-59-0(Hazardous Substances Data)

Usage

General Description

(2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID, also known as D-Phenylglycine, is a chemical compound with the molecular formula C10H13NO3. It is an amino acid derivative and is classified as a chiral compound with two stereocenters at positions 2 and 3. (2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID is commonly used as a chiral building block in the synthesis of pharmaceuticals and other organic compounds. It has been studied for its potential roles in drug development and its applications in asymmetric synthesis. The chemical properties and potential applications of (2S,3S)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID make it a valuable compound in various scientific and industrial fields.

InChI:InChI=1/C18H19NO5/c20-16(17(21)22)15(11-13-7-3-1-4-8-13)19-18(23)24-12-14-9-5-2-6-10-14/h1-10,15-16,20H,11-12H2,(H,19,23)(H,21,22)/t15-,16-/m0/s1

Upstream product

• 172696-23-0 (2S,3S)-N-(benzyloxycarbonyl)-AHAP-(3-amino-2-hydroxy-4-phenylbutanoic acid) ethyl ester 
• 172696-22-9 (2R,3S)-N-(benzyloxycarbonyl)-AHAP-(3-amino-2-hydroxy-4-phenylbutanoic acid) ethyl ester 
• 126061-51-6 [(1S,2S)-1-Benzyl-2-cyano-2-((1S,3S)-3-hydroxy-1-methyl-butoxy)-ethyl]-carbamic acid benzyl ester 
• 126061-53-8 [(1S,2S)-1-Benzyl-2-cyano-2-((1R,3R)-3-hydroxy-1-methyl-butoxy)-ethyl]-carbamic acid benzyl ester 
• 59830-60-3 benzyl (1S)-(1-formyl-2-phenylethyl)carbamate 
• 121253-53-0 2-ethoxy-5-phenyl-4-<<(phenylmethoxy)carbonyl>amino>-3-oxo-1-pentene 
• 126015-23-4 (2S,3S)-3-[[(benzyloxy)carbonyl]amino]-2-hydroxy-4-phenylbutanoic acid methyl ester 
• 501-53-1 benzyl chloroformate 
• 62023-62-5 allophenylnorstatine 
• 151-50-8 potassium cyanide 
• 62023-57-8 (S)-1-(2'-benzyloxycarbonylamino-3'-phenylpropanoyl)-3,5-dimethylpyrazole 
• 113283-75-3 [(S)-1-((4S,6S)-4,6-Dimethyl-[1,3]dioxan-2-yl)-2-phenyl-ethyl]-carbamic acid benzyl ester 
• 113283-78-6 [(S)-1-((4R,6R)-4,6-Dimethyl-[1,3]dioxan-2-yl)-2-phenyl-ethyl]-carbamic acid benzyl ester 
• 121253-57-4 β-<<(phenylmethoxy)carbonyl>amino>-α-oxobenzenebutanoic acid ethyl ester 

Downstream Products

• 62023-62-5 allophenylnorstatine 
• 191851-86-2 C₄₂H₄₉N₃O₈ 
• 191851-50-0 (2S,3S)-3-(N-benzyloxycarbonyl)amino-2-hydroxy-4-phenylbutyryl-5'-cis-(tert-butyldimethylsilyloxymethyl)-L-prolyl-tert-butyl amide 
• 191849-91-9 1-<(2R,3S)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylbutyryl>-N-tert-butyl-L-prolinamide 
• 141171-72-4 (2S,3S)-3-(N-benzyloxycarbonyl)amino-2-hydroxy-4-phenylbutyryl-L-prolyl-tert-butyl amide 
• 128018-44-0 N-benzyloxycarbonyl-3(S)-amino-1,2(S)epoxy-4-phenylbutane 

Relevant articles and documents

HIV protease inhibitors

Combinatorial libraries of HIV and FIV protease inhibitors are characterized by alpha-keto amide or hydroxyethylamine core structures flanked by on one side by substituted pyrrolidines, piperidines, or azasugars and on the other side by phenylalanine, tyrosine, or substituted tyrosines. The libraries are synthesized via a one step coupling reaction. Highly efficacious drug candidates are identified by screening the libraries for binding and inhibitory activity against both HIV and FIV protease. Drug candidates displaying clinically useful activity against both HIV and FIV protease are identified as being potentially resistive against a loss of inhibitory activity due to development of resistant strains of HIV.

Tributyltin Cyanide, a Novel Reagent for the Stereoselective Preparation of 3-Amino-2-hydroxy Acids via Cyanohydrin Intermediates

Reaction of tributyltin cyanide with optically active 2-N-benzyloxycarbonylamino aldehydes 1 gives the corresponding O-tributylstannyl cyanohydrins 2 and 3 stereoselectively.Compounds 2 and 3 are transformed in situ into the methyl 3-N-benzyloxycarbonylam