(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid

(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid Structure
CAS No.
59969-65-2
Chemical Name:
(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid
Synonyms
Z-(2S,3R)-AHPA;Z-(2R,3S)-AHPA;(2S,3R)-3-(Cbz-amino)-2-hydroxy-4-phenylbutanoic Acid;2S,3R)-3-(((benzyloxy)carbonyl)-Amino)-2-hydroxy-4-phenylbutyric acid;(2R,3S)-3-(((benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid;(2S,3R)-3-(((benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid;Benzenebutanoic acid, α-hydroxy-β-[[(phenylmethoxy)carbonyl]amino]-, (αS,βR)-;(alphaS,betaR)-alpha-Hydroxy-beta-[[(phenylmethoxy)carbonyl]amino]benzenebutanoic acid
CBNumber:
CB92655481
Molecular Formula:
C18H19NO5
Molecular Weight:
329.35
MOL File:
59969-65-2.mol
Modify Date:
2023/5/12 16:02:16

(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid Properties

Melting point 152-153 °C
Boiling point 581.9±50.0 °C(Predicted)
Density 1.295±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka 3.56±0.17(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid Chemical Properties,Uses,Production

Biological Activity

(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid (AHPA) derivatives are used as inhibitors of enkephalinase(s) to augment met5-enkephalin-induced anti-nociception. The derivative (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-valine (AHPA-Val) is used as a bestatin analogue.

Synthesis

(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid is prepared by Hydrogenolysis of Methyl (αS,βR)-α-hydroxy-β-[[(phenylmethoxy)carbonyl]amino]benzenebutanoate with Sodium hydroxide in 1,4-Dioxane.

(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid Preparation Products And Raw materials

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59969-65-2((2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid)Related Search:

(2R,3S)-3-(((benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid Z-(2R,3S)-AHPA (alphaS,betaR)-alpha-Hydroxy-beta-[[(phenylmethoxy)carbonyl]amino]benzenebutanoic acid Z-(2S,3R)-AHPA 2S,3R)-3-(((benzyloxy)carbonyl)-Amino)-2-hydroxy-4-phenylbutyric acid Benzenebutanoic acid, α-hydroxy-β-[[(phenylmethoxy)carbonyl]amino]-, (αS,βR)- (2S,3R)-3-(((benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid (2S,3R)-3-(Cbz-amino)-2-hydroxy-4-phenylbutanoic Acid 59969-65-2