(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid hydrochloride

Base Information

• Chemical Name: (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid hydrochloride
• CAS No.: 128223-55-2
• Molecular Formula: C10H14ClNO3
• Molecular Weight: 231.68
• European Community (EC) Number: 634-176-0
• Mol file: 128223-55-2.mol

Synonyms:128223-55-2;(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid hydrochloride;(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRIC ACID HCL;168200-97-3;(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid hydrochloride;(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid;hydrochloride;[(1S,2R)-1-carboxy-1-hydroxy-3-phenylpropan-2-yl]azanium;chloride;OPVMPYQFOLATCK-RJUBDTSPSA-N;SCHEMBL15268741;(2S,3R)-3-Amino-2-hydroxy-4-phenyl-butyric acid hydrochloride;MFCD00274394;AKOS015998659;AC-6750;AS-35938;A925797;(2S,3R)-3-AMINO-2-HYDROXY-4-PHENYL-BUTYRICACIDHCL;(2S pound not3R)-3-amino-2-hydroxy-4-phenylbutanoic acid hydrochloride;Benzenebutanoic acid, beta-amino-alpha-hydroxy-, hydrochloride (1:1), (alphaS,betaR)-

Chemical Property of (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic 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
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 231.0662210
• Heavy Atom Count: 15
• Complexity: 190

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:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(C(=O)O)O)N.Cl
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H]([C@@H](C(=O)O)O)N.Cl

Technology Process of (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic acid hydrochloride

There total 27 articles about (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoic 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:

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

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

(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

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.