(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRIC ACID HYDROCHLORIDE

Base Information

• Chemical Name: (2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRIC ACID HYDROCHLORIDE
• CAS No.: 128223-55-2
• Molecular Formula: C10H14ClNO3
• Molecular Weight: 231.68
• Mol file: 128223-55-2.mol

Synonyms:Benzenebutanoic acid, β-amino-α-hydroxy-, (αS,βR)-, hydrochloride (1:1) (9CI);Benzenebutanoic acid, β-amino-α-hydroxy-, hydrochloride,[S-(R*,S*)]-;(1S,2R)-1-carboxy-1-hydroxy-3-phenylpropan-2-aminium chloride;(αS,βR)-β-Amino-α-hydroxybenzenebutanoic acid hydrochloride;

Chemical Property of (2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRIC ACID HYDROCHLORIDE

Chemical Property:

• Vapor Pressure: 4.17E-08mmHg at 25°C
• Refractive Index: ">
• Boiling Point: 428.5 °C at 760 mmHg
• Flash Point: 213 °C
• PSA: 83.55000
• LogP: 1.50420
• Storage Temp.: −20°C

Purity/Quality:

99%, ^*data from raw suppliers

(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRIC ACID HYDROCHLORIDE

There total 27 articles about (2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRIC ACID HYDROCHLORIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(3-R)-2-acetoxy-3-isopropoxycarbonylamino-4-phenylbutyronitrile (129867-99-8,129868-00-4) → 3-amino-2-hydroxy-4-phenylbutyric acid hydrochloride (119642-28-3,128223-55-2,128223-56-3,129593-20-0,129618-41-3)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 80 - 100 ℃; for 14h;

DOI:10.1246/bcsj.65.360

Reference yield: 100.0%

(4R,5S)-4-Benzyl-2-oxo-oxazolidine-5-carboxylic acid ethyl ester (145872-15-7) → (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid hydrochloride (128223-55-2)

Guidance literature:

With hydrogenchloride; sodium hydroxide; 1) EtOH, reflux;

DOI:10.1016/S0040-4039(00)61780-X

Reference yield: 50.0%

(3-R)-2-acetoxy-3-isopropoxycarbonylamino-4-phenylbutyronitrile (129867-99-8,129868-00-4) → (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid hydrochloride (128223-55-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 80 - 100 ℃; for 14h;

DOI:10.1246/bcsj.65.360

upstream raw materials:

(2S,3R)-3-Amino-2-hydroxy-4-phenyl-butyric acid isopropyl ester

(3-R)-2-acetoxy-3-isopropoxycarbonylamino-4-phenylbutyronitrile

(4R,5S)-4-Benzyl-2-oxo-oxazolidine-5-carboxylic acid ethyl ester

D-(R)-phenylalanine

Downstream raw materials:

(R)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-hydroxy-4-phenylbutanoic acid

(2S,3R)-methyl 3-(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxamido)-2-hydroxy-4-phenylbutanoate

(2S,3R)-methyl 3-(1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxamido)-2-hydroxy-4-phenylbutanoic acid

methyl (2R,3R)-2-acetoxy-3-acetylamino-4-phenylbutyrate

Refernces

• 1、 Jastaniah, Ammar,Gaisina, Irina N.,Knopp, Rachel C.,Thatcher, Gregory R. J.. "Synthesis of α-Ketoamide-Based Stereoselective Calpain-1 Inhibitors as Neuroprotective Agents". . p. 2280 - 2285. Retrieved 2020/09/23.
• 2、 Nogami, Hiroyuki,Kanai, Motomu,Shibasaki, Masakatsu. "Application of the lewis acid-lewis base bifunctional asymmetric catalysts to pharmaceutical syntheses: Stereoselective chiral building block syntheses of human immunodeficiency virus (HIV) protease inhibitor and β3- adenergic receptor agonist". . p. 702 - 709. Retrieved 2007/10/03.