2-amino-3-hydroxy-3-phenyl-propanoic acid

Base Information

• Chemical Name: 2-amino-3-hydroxy-3-phenyl-propanoic acid
• CAS No.: 68296-26-4
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.191
• Mol file: 68296-26-4.mol

Synonyms:rac-threo-phenylserine;2-amino-3-hydroxy-3-phenyl-propanoic acid;3-Phenyl-D-serine;

Chemical Property of 2-amino-3-hydroxy-3-phenyl-propanoic acid

Chemical Property:

• Vapor Pressure: 4.75E-07mmHg at 25°C
• Boiling Point: 398°C at 760 mmHg
• Flash Point: 194.5°C
• PSA: 83.55000
• Density: 1.335g/cm³
• LogP: 0.83220

Purity/Quality:

90%,98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-3-hydroxy-3-phenyl-propanoic acid

There total 33 articles about 2-amino-3-hydroxy-3-phenyl-propanoic 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: 94.0%

(2S,3R)-2-Dibenzylamino-3-hydroxy-3-phenyl-propionic acid (118965-98-3,118966-02-2) → dl-threo-phenylserine (69-96-5,1078-17-7,2584-74-9,2584-75-0,6254-48-4,7352-06-9,7687-36-7,7695-56-9,32946-42-2,50897-27-3,68296-26-4,109120-55-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/S0040-4020(01)85997-4

Reference yield: 90.0%

C6H9NO4 (153547-44-5,182267-22-7,256386-82-0) → dl-threo-phenylserine (69-96-5,1078-17-7,2584-74-9,2584-75-0,6254-48-4,7352-06-9,7687-36-7,7695-56-9,32946-42-2,50897-27-3,68296-26-4,109120-55-0)

Guidance literature:

With lithium hydroxide; In water; at 20 ℃; for 2h;

DOI:10.1021/ol991225l

Reference yield: 51.5%

benzaldehyde (100-52-7) + glycine (56-40-6,18875-39-3,25718-94-9) → dl-threo-phenylserine (69-96-5,1078-17-7,2584-74-9,2584-75-0,6254-48-4,7352-06-9,7687-36-7,7695-56-9,32946-42-2,50897-27-3,68296-26-4,109120-55-0)

Guidance literature:

With sodium hydroxide; at 0 - 20 ℃; for 1.5h;

DOI:10.1248/cpb.51.1363

upstream raw materials:

N-acetyl-erythro-DL-β-phenylserine ethyl ester

(2RS,3RS)-2-amino-3-hydroxy-3-phenyl-propionic acid methyl ester; hydrochloride

erythro-DL-β-phenylserine ethyl ester hydrochloride

1-methyl-4-nitrosobenzene

Downstream raw materials:

(+/-)-methyl (βS)-β-hydroxy-1-phenylalaninate

(αRS,βRS)-N-[(benzyloxy)carbonyl]-β-hydroxy-phenylalanine

(S)-2-Amino-1-phenyl-1-ethanol

(2RS,3SR)-2-amino-3-hydroxy-3-phenyl-propionic acid ethyl ester

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