ChemicalBook > CAS DataBase List > (2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid

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

Product Name
(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid
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
Formula Weight
329.35
MOL File
59969-65-2.mol
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(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid Property

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)
Appearance
White to off-white Solid
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+/s3
InChIKey
JXJYTERRLRAUSF-FKQNFQRWNA-N
SMILES
C(O)(=O)[C@H](O)[C@@H](NC(OCC1=CC=CC=C1)=O)CC1=CC=CC=C1 |&1:3,5,r|
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
CCH0032458
Product name
(2S,3R)-3-(((BENZYLOXY)CARBONYL)AMINO)-2-HYDROXY-4-PHENYLBUTANOIC ACID
Purity
95.00%
Packaging
5MG
Price
$497.28
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0032458
Product name
(2S,3R)-3-(((BENZYLOXY)CARBONYL)AMINO)-2-HYDROXY-4-PHENYLBUTANOIC ACID
Purity
95.00%
Packaging
1G
Price
$1080.45
Updated
2021/12/16
Ambeed
Product number
A171625
Product name
(2S,3R)-3-(((Benzyloxy)carbonyl)amino)-2-hydroxy-4-phenylbutanoicacid
Purity
95+%
Packaging
100mg
Price
$6
Updated
2021/12/16
Ambeed
Product number
A171625
Product name
(2S,3R)-3-(((Benzyloxy)carbonyl)amino)-2-hydroxy-4-phenylbutanoicacid
Purity
95+%
Packaging
250mg
Price
$9
Updated
2021/12/16
Ambeed
Product number
A171625
Product name
(2S,3R)-3-(((Benzyloxy)carbonyl)amino)-2-hydroxy-4-phenylbutanoicacid
Purity
95+%
Packaging
1g
Price
$18
Updated
2021/12/16
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(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid Chemical Properties,Usage,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

Raw materials

Preparation Products

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

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View Lastest Price from (2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid manufacturers

Career Henan Chemical Co
Product
Z-(2R,3S)-AHPA 59969-65-2
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20kg
Release date
2018-08-14

59969-65-2, (2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acidRelated 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