(S)-(+)-2-Chlorophenylglycine methyl ester hydrochloride

Base Information

• Chemical Name: (S)-(+)-2-Chlorophenylglycine methyl ester hydrochloride
• CAS No.: 141109-15-1
• Molecular Formula: C9H11Cl2NO2
• Molecular Weight: 349.725
• Mol file: 141109-15-1.mol

Synonyms:L-(+)-tartaric acid salt of -amino-(2-chlorophenyl)acetic acid methyl ester;

Chemical Property of (S)-(+)-2-Chlorophenylglycine methyl ester hydrochloride

Chemical Property:

• PSA: 38.33000
• LogP: 2.79990
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-2-ChlorophenylglycineMethylEsterTartrateSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-(+)-2-Chlorophenylglycine Methyl Ester Tartrate Salt acts as a reagent in the synthesis of biologically active metabolites of Clopidogrel (C587250), an antithrombotic.

Technology Process of (S)-(+)-2-Chlorophenylglycine methyl ester hydrochloride

There total 3 articles about (S)-(+)-2-Chlorophenylglycine methyl ester 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: 83.7%

D-tartaric acid (147-71-7,138508-61-9) + 2-(2-chlorophenyl)glycine methyl ester hydrochloride (141109-14-0,141109-16-2,141109-13-9) → 2-chlorophenylglycine methyl ester L-(+)-tartaric acid (141109-15-1)

Guidance literature:

In methanol; acetonitrile; butanone; for 11.5h; Reflux;

Reference yield: 66.575%

L-Tartaric acid (87-69-4,138508-61-9) + 2-(2-chlorophenyl)glycine methyl ester hydrochloride (141109-14-0,141109-16-2,141109-13-9) → 2-chlorophenylglycine methyl ester L-(+)-tartaric acid (141109-15-1)

Guidance literature:

With sulfuric acid; In methanol; acetone; at 10 - 30 ℃; for 20h;

Reference yield:

2-amino-(2-chlorophenyl)ethanoic acid (86169-24-6,141196-64-7,141315-50-6,88744-36-9) → 2-chlorophenylglycine methyl ester L-(+)-tartaric acid (141109-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / -10 - 35 °C

2: methanol; acetonitrile; butanone / 11.5 h / Reflux

With thionyl chloride; In methanol; acetonitrile; butanone;

upstream raw materials:

L-Tartaric acid

2-(2-chlorophenyl)glycine methyl ester hydrochloride

D-tartaric acid

2-amino-(2-chlorophenyl)ethanoic acid

Downstream raw materials:

(S)-(+)-clopidogrel bisulfate

(S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride

(S)-(+)-clopidogrel

methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate

Refernces

• 1、 -. "A substituted [...] glycine ester splitting method". Paragraph 0057; 0058; 0071; 0074; 0075. . Retrieved 2019/05/21.
• 2、 -. "PROCESS FOR PREPARATION OF CLOPIDOGREL BISULPHATE FORM-1". Page/Page column 4. . Retrieved 2008/06/13.