141109-15-1

Basic information

• Product Name: (S)-(+)-2-Chlorophenylglycine methyl ester hydrochloride
• Synonyms: L-(+)-tartaric acid salt of -aMino-(2-chlorophenyl)acetic acid Methyl ester;(+)-alpha-Amino-2-chloro-benzeneacetic acid methyl ester [R-(R*,R*)]-2,3-dihydroxybutanedioate;(alphaS)-alpha-Amino-2-chloro-benzeneacetic acid methyl ester (2R,3R)-2,3-dihydroxybutanedioate;(alphaS)-alpha-AMino-2-chloro-benzeneacetic acid;(S)-(+) (2-chlorophenyl)glycine Methyl ester tartaric acid salt;(alphaS)-alpha-amino-2-chlorophenyl-acetic acid methyl ester D-(-)-tartrate;(S)-(+)-Tartarateof methyl-alpha-amino(2-chlorophenyl) acetate;(S)-(+)-Tartrate of methyl-α-amino(2-chlorophenyl) acetate
• CAS NO: 141109-15-1
• Molecular Formula: C₄H₆O₆*C₉H₁₀ClNO₂
• Molecular Weight: 236.09514
• Mol File: 141109-15-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: (S)-(+)-2-Chlorophenylglycine methyl ester hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-Chlorophenylglycine methyl ester hydrochloride(141109-15-1)
• EPA Substance Registry System: (S)-(+)-2-Chlorophenylglycine methyl ester hydrochloride(141109-15-1)

Safety Data

• Hazardous Substances Data: 141109-15-1(Hazardous Substances Data)

Usage

Uses

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

Upstream product

• 87-69-4 L-Tartaric acid 
• 141109-14-0 2-(2-chlorophenyl)glycine methyl ester hydrochloride 
• 147-71-7 D-tartaric acid 
• 86169-24-6 2-amino-(2-chlorophenyl)ethanoic acid 

Downstream Products

• 120202-66-6 (S)-(+)-clopidogrel bisulfate 
• 141109-18-4 (S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride 
• 113665-84-2 (S)-(+)-clopidogrel 
• 141109-14-0 methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate 

Relevant articles and documents

Preparation method of sulfonic clopidogrel impurity

The invention discloses a preparation method of a sulfonic clopidogrel impurity. The preparation method comprises the following steps: reacting thiophene-2-ethanol with toluenesulfonyl chloride to generate p-toluenesulfonic acid-2-thienylethyl ester; carrying out esterification on o-chlorophenylglycine and methanol to generate o-chlorophenylglycine methyl ester; resolving the o-chlorophenylglycinemethyl ester by using L(+) tartaric acid; converting into free S-(+)-o-chlorophenylglycine methyl ester in dichloromethane; carrying out a condensation reaction on the p-toluenesulfonic acid-2-thienylethyl ester and the S-(+)-o-chlorophenylglycine methyl ester under an alkaline condition; acidifying the obtained product to generate (S)-2-(2-thienylethylamino)(2-chlorphenyl)methyl acetate, carrying out a condensation reaction on the (S)-2-(2-thienylethylamino)(2-chlorphenyl)methyl acetate and formaldehyde to obtain clopidogrel, and carrying out a reaction on the clopidogrel and chlorosulfonicacid to generate sulfonic clopidogrel impurity. The preparation method of the sulfonic clopidogrel impurity has the advantages of mild reaction conditions, accessible raw materials, low cost and highyield and purity.

A substituted [...] glycine ester splitting method

The invention discloses a substituted [...] glycine ester resolution method, comprises the following steps: the split reagent is dissolved in a suitable solvent stirring and dissolving in, adding occupies the type I as shown in the quality 0.1 - 10% of the aldehyde or ketone is used as the catalyst, then instillment type I shown compound is dissolved in a suitable solvent of the mixed solution, temperature is 20 - 50 °C reaction 1 - 48 h, after the reaction is complete cooling, filtering, drying to obtain S - (+) - substituted [...] glycine ester salt; the method of the invention has the following characteristics: simple process, in order to Δ Rf value is separate indicators orthogonal experiment rapid screening resolution solvent; to yield and ee value as the index to the orthogonal experiment rapid screening split catalyst; high yield, reach 93%; the operation is simple and short reaction time, the reaction temperature is low; recycling the solvent and splitting of the reagent, the disassembled reagent and solvent thereby fully utilizing the; friendly to the environment.

A compound clopidogrel hydrogensulfate method for the preparation of

The invention relates to a preparation method of clopidogrel disulfate. The preparation method comprises the following steps of step one. carrying out esterification reaction, namely preparing (+/-) DL-2-Chlorophenylglycine methyl ester; step two. carrying out splitting reaction, namely preparing (+) DL-2-Chlorophenylglycine methyl ester; step three. carrying out activating reaction, namely preparing alpha-thiophene ethanol p-toluenesulfonates; step four. carrying out substitution reaction, namely preparing (+) alpha-(2-thiophene ethylamino)-2-(2-chlorobenzene) methyl acetate hydrochloride; step five. carrying out ring closing reaction, namely preparing clopidogrel; and step six. carrying out salt-forming reaction, namely preparing the clopidogrel disulfate. The preparation method has the advantages that the preparation technology is optimized and improved, reaction conditions are mild, the splitting and the racemization are truly and synchronously carried out, and an obtained crude product has high specific rotation; a catalyst is used in the substitution reaction, so that the reaction time is shortened; the ring closing reaction is carried out at 40 DEG C under the condition of avoiding light, so that the purity of the product is relatively high; and the period of the whole synthetic route is shortened, the aftertreatment operation is simple, and therefore, the preparation method is suitable for mass production.

PROCESS FOR PREPARATION OF CLOPIDOGREL BISULPHATE FORM-1

Disclosed herein is a cost effective and industrially feasible process for the preparation of (+) Clopidogrel bisulphate. The present invention further discloses a novel method of precipitation of (+) Clopidogrel bisulphate Form I directly from solvent mix of methanol and acetone in presence of sulfuric acid at a temperature of 25-40° C.