(S)-3-Amino-3-(4-chloro-phenyl)-propionic acid

Base Information

• Chemical Name: (S)-3-Amino-3-(4-chloro-phenyl)-propionic acid
• CAS No.: 131690-60-3
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.637
• Hs Code.: 2922499990
• European Community (EC) Number: 635-379-7
• DSSTox Substance ID: DTXSID70350620
• Nikkaji Number: J353.129E
• Mol file: 131690-60-3.mol

Synonyms:131690-60-3;(S)-3-Amino-3-(4-chloro-phenyl)-propionic acid;(s)-3-amino-3-(4-chlorophenyl)propanoic acid;(3S)-3-amino-3-(4-chlorophenyl)propanoic acid;(s)-3-amino-3-(4-chlorophenyl)propionic acid;(S)-beta-(p-Chlorophenyl)alanine;(s)-3-(p-chlorophenyl)-beta-alanine;(s)-3-amino-3-(4-chloro-phenyl)propionic acid;h-d-phg(4-cl)-(c*ch2)oh;h-beta-phe(4-cl)-oh;MFCD03840457;(s)-4-chloro-beta-phenylalanine;(s)-b-(p-chlorophenyl)-b-alanine;SCHEMBL390335;(S)-beta-amino-beta-(4-chlorophenyl)propionic acid;Benzenepropanoic acid, beta-amino-4-chloro-, (betaS)-;DTXSID70350620;BXGDBHAMTMMNTO-QMMMGPOBSA-N;H-D-Phg(4-Cl)-(C#CH2)OH;AKOS010394515;AKOS015853988;AC-6663;AM85557;BCP9000032;DS-1174;CS-0031370;(s)-3-amino-3-(4-chlorophenyl)propanoicacid;s-3-amino-3-(4-chloro-phenyl)-propionic acid;EN300-1070133;(s)-3-amino-3-(4-chloro-phenyl)-propanoic acid;(S)-3-amino-3-(4-chlorophenyl)propanoic acid;(S)-3-(P-CHLOROPHENYL)-BETA-ALANINE

Chemical Property of (S)-3-Amino-3-(4-chloro-phenyl)-propionic acid

Chemical Property:

• Vapor Pressure: 2.29E-05mmHg at 25°C
• Refractive Index: 1.588
• Boiling Point: 345.8 °C at 760 mmHg
• PKA: 3.62±0.10(Predicted)
• Flash Point: 162.9 °C
• PSA: 63.32000
• Density: 1.333 g/cm³
• LogP: 2.51480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-3-Amino-3-(4-chloro-phenyl)-propionicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CC(=O)O)N)Cl
• Isomeric SMILES: C1=CC(=CC=C1[C@H](CC(=O)O)N)Cl

Technology Process of (S)-3-Amino-3-(4-chloro-phenyl)-propionic acid

There total 17 articles about (S)-3-Amino-3-(4-chloro-phenyl)-propionic 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: 45.0%

n-propyl 3-amino-3-(4-chlorophenyl)propionate → C12H16ClNO2 + (S)-β-amino-β-(4-chlorophenyl)propionic acid (131690-60-3,131690-61-4)

Guidance literature:

With Amano Lipase PS; water; In tert-butyl methyl ether; for 15h; pH=8.2; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;

DOI:10.1021/op200084g

Reference yield:

DL-Phe(4Cl) (7424-00-2,1991-78-2) → para-Chloro-D-phenylalanine (14091-08-8,1991-78-2) + (S)-β-amino-β-(4-chlorophenyl)propionic acid (131690-60-3,131690-61-4)

Guidance literature:

With phenylalanine 2,3-aminomutase from Pantoea agglomerans; ammonium carbonate; at 20 ℃; for 20h; pH=8; enantioselective reaction; Enzymatic reaction;

DOI:10.1039/c6ra02964g

Reference yield:

p-chlorocinnamic acid (1615-02-7,940-62-5) → p-chlorophenylalanine (14173-39-8,1991-78-2) + (S)-β-amino-β-(4-chlorophenyl)propionic acid (131690-60-3,131690-61-4)

Guidance literature:

With ammonium bisulphate; EncP wild type enzyme; at 55 ℃; for 22h; pH=8.3; stereoselective reaction; Enzymatic reaction;

DOI:10.1021/jacs.5b07326

upstream raw materials:

(S)-β-(N-phenylacetylamino)-β-(4-chlorophenyl)propionic acid

3-amino-3-(4-chlorophenyl)propionic acid

β-(N-phenylacetylamino)-β-(4-chlorophenyl)propionic acid

Benzeneacetamide

Downstream raw materials:

methyl (S)-3-amino-3-(4-chlorophenyl)propanoate

4-amino-N-[(1S)-1-(4-chlorophenyl)-3-hydroxy-propyl]-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

4-amino-N-[(1S)-1-(4-chlorophenyl)-3-piperidin-1-ylpropyl]-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

4-amino-N-[(1S)-1-(4-chlorophenyl)-3-pyrrolidin-1-ylpropyl]-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

Refernces

• 1、 Kim, Geon-Hee,Jeon, Hyunwoo,Khobragade, Taresh P.,Patil, Mahesh D.,Sung, Sihyong,Yoon, Sanghan,Won, Yumi,Sarak, Sharad,Yun, Hyungdon. "Glutamate as an Efficient Amine Donor for the Synthesis of Chiral β- and γ-Amino Acids Using Transaminase". . p. 1437 - 1440. Retrieved 2019/02/06.
• 2、 Varga, Andrea,Bánóczi, Gergely,Nagy, Botond,Bencze, László Csaba,To?a, Monica Ioana,Gellért, ákos,Irimie, Florin Dan,Rétey, János,Poppe, László,Paizs, Csaba. "Influence of the aromatic moiety in α- And β-arylalanines on their biotransformation with phenylalanine 2,3-aminomutase from: Pantoea agglomerans". . p. 56412 - 56420. Retrieved 2016/07/06.