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

Base Information

• Chemical Name: (2S,3S)-3-amino-2-hydroxy-4-phenylbutanoic acid
• CAS No.: 62023-62-5
• Molecular Formula: C10H13 N O3
• Molecular Weight: 195.218
• Hs Code.: 2922509090
• European Community (EC) Number: 696-343-4
• DSSTox Substance ID: DTXSID10376142
• Nikkaji Number: J35.768E
• Wikidata: Q27447752
• ChEMBL ID: CHEMBL302932
• Mol file: 62023-62-5.mol

Synonyms:(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoic acid;62023-62-5;(2s,3s)-3-amino-2-hydroxy-4-phenylbutyric acid;CHEMBL302932;(2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyric acid;(2S,3S)-3-Amino-2-hydroxy-4-phenylbutanoicacid;SCHEMBL244193;DTXSID10376142;LDSJMFGYNFIFRK-IUCAKERBSA-N;(2S,3S)-H-Apns-OH⋅HCl;BDBM50046339;MFCD03788072;AKOS016340739;SS-3011;3-Amino-2-hydroxy-4-phenyl-butyric acid;CS-0207662;Benzenebutanoic acid,b-amino-a-hydroxy-,(as,bs)-;Q27447752

Chemical Property of (2S,3S)-3-amino-2-hydroxy-4-phenylbutanoic acid

Chemical Property:

• Boiling Point: 428.5±45.0 °C(Predicted)
• PKA: 2.97±0.17(Predicted)
• PSA: 83.55000
• Density: 1.285±0.06 g/cm3(Predicted)
• LogP: 0.70220
• Storage Temp.: Store at 0°C
• XLogP3: -2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

99.5% ^*data from raw suppliers

(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 56 articles about (2S,3S)-3-amino-2-hydroxy-4-phenylbutanoic acid 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: 89.0%

(±)-(4R,5R)-4-benzyl-5-vinyloxazolidin-2-one → (±)-(4R,5S)-4-benzyl-2-oxooxazolidine-5-carboxylic acid (59554-14-2,62023-61-4,62023-62-5,62023-63-6,62084-21-3,73890-40-1,73890-41-2,76647-66-0,76647-67-1)

Guidance literature:

With rhodium(III) chloride hydrate; periodic acid; In tetrachloromethane; water; acetonitrile; at 0 - 20 ℃;

DOI:10.1021/ja506036q

Reference yield: 60.0%

((1R,2S)-1-Benzyl-2-dimethylcarbamoyl-2-hydroxy-ethyl)-carbamic acid methyl ester → (±)-(4R,5S)-4-benzyl-2-oxooxazolidine-5-carboxylic acid (59554-14-2,62023-61-4,62023-62-5,62023-63-6,62084-21-3,73890-40-1,73890-41-2,76647-66-0,76647-67-1)

Guidance literature:

With hydrogenchloride; for 48h; Heating;

DOI:10.1016/0040-4039(94)02369-M

Reference yield: 60.0%

((1R,2R)-1-Benzyl-2-dimethylcarbamoyl-2-hydroxy-ethyl)-carbamic acid methyl ester → DL-erythro-3-amino-2-hydroxy-4-phenylbutanoic acid (59554-14-2,62023-61-4,62023-62-5,62023-63-6,62084-21-3,73890-40-1,73890-41-2,76647-66-0,76647-67-1)

Guidance literature:

With hydrogenchloride; for 48h; Heating;

DOI:10.1016/0040-4039(94)02369-M

upstream raw materials:

methyl DL-threo-3-amino-2-hydroxy-4-phenylbutanoate

N-methoxycarbonyl-1-methoxy-2-phenylethylamine

5-benzyl-1,2-dihydropyrazol-3-one

methyl (E)-4-phenyl-2-butenoate

Downstream raw materials:

(2S,3S)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylbutanoic acid

Z-(2S,3S)-AHPA-(R)-Leu-OBzl

Z-(2S,3S)-AHPA-(S)-Leu-OBzl

(2S,3S)-3-(ethoxycarbonyl)amino-2-hydroxy-4-phenylbutyric acid