3-Amino-2-hydroxy-3-phenylpropanoic acid

Base Information

• Chemical Name: 3-Amino-2-hydroxy-3-phenylpropanoic acid
• CAS No.: 6049-55-4
• Molecular Formula: C9H11 N O3
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• Nikkaji Number: J81.136J
• Mol file: 6049-55-4.mol

Synonyms:beta-phenylisoserine;phenylisoserine

Chemical Property of 3-Amino-2-hydroxy-3-phenylpropanoic acid

Chemical Property:

• Vapor Pressure: 3.98E-07mmHg at 25°C
• Melting Point: 275-280℃
• Boiling Point: 400.3°C at 760 mmHg
• Flash Point: 195.9°C
• PSA: 83.55000
• Density: 1.335g/cm³
• LogP: 0.83220
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 178

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(C(=O)O)O)N

Technology Process of 3-Amino-2-hydroxy-3-phenylpropanoic acid

There total 24 articles about 3-Amino-2-hydroxy-3-phenylpropanoic 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: 98.9%

(±)-anti-3-amino-2-hydroxy-3-phenylpropanamide (55325-49-0,55325-52-5,130517-89-4,141901-21-5,151310-06-4) → (±)-anti-3-amino-2-hydroxy-3-phenylpropanoic acid (6049-55-4,7309-53-7,7309-54-8,55325-50-3,55325-53-6,62075-28-9,136561-53-0)

Guidance literature:

(±)-anti-3-amino-2-hydroxy-3-phenylpropanamide; With barium(II) hydroxide octahydrate; In water; at 50 ℃; Reflux;

With sulfuric acid; at 80 ℃; for 0.5h;

DOI:10.1039/c5ob01191d

Reference yield: 94.0%

(+/-)-3cF-azido-2rF-hydroxy-3catF-phenyl-propionic acid → (±)-anti-3-amino-2-hydroxy-3-phenylpropanoic acid (6049-55-4,7309-53-7,7309-54-8,55325-50-3,55325-53-6,62075-28-9,136561-53-0)

Guidance literature:

With sodium tetrahydroborate; copper(II) nitrate; In water; at 0 ℃; for 0.5h;

DOI:10.1021/jo034752y

Reference yield: 90.0%

(+/-)-ammonium-(+)-3-phenyloxirane carboxylate → rac-(2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid (6049-55-4,7309-53-7,7309-54-8,55325-50-3,55325-53-6,62075-28-9,136561-53-0)

Guidance literature:

With ammonium hydroxide; In methanol; for 40h; Heating / reflux;

upstream raw materials:

2-Acetoxy-3-nitro-3-phenyl-propionic acid methyl ester

2-chloro-3-hydroxy-3-phenyl-propionic acid

2-hydroxy-3-amino-3-phenylpropionamide

trans-3-phenyloxiranecarboxylic acid potassium salt

Downstream raw materials:

(7R,8R)-7-hydroxy-2,3-dimethyl-8-phenyl-5,7,8,9-tetrahydro-3H,4H-imidazo[4,5-h]quinolin-6-one

phenylglycin

benzaldehyde

ethyl (2R^*,3R^*)-3-phenyl-3-amino-2-hydroxypropanoate hydrochloride

Refernces

• 1、 Wilding, Birgit,Veselá, Alicja B.,Perry, Justin J. B.,Black, Gary W.,Zhang, Meng,Martínková, Ludmila,Klempier, Norbert. "An investigation of nitrile transforming enzymes in the chemo-enzymatic synthesis of the taxol sidechain". supporting information. p. 7803 - 7812. Retrieved 2015/07/15.
• 2、 -. "Tachysan useful for synthesizing method for producing compd. homochiral". Page/Page column 16. . Retrieved 2008/06/13.