225918-58-1

Basic information

• Product Name: (S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID HYDROCHLORIDE
• Synonyms: (S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID HYDROCHLORIDE;(S)-2-AMino-2-(2-chlorophenyl)acetic acid hydrochloride;S-2-Chlorophenylglycine hydrochloride (1:1)
• CAS NO: 225918-58-1
• Molecular Formula: C₈H₈ClNO₂*ClH
• Molecular Weight: 222.07
• Mol File: 225918-58-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID HYDROCHLORIDE(225918-58-1)
• EPA Substance Registry System: (S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID HYDROCHLORIDE(225918-58-1)

Safety Data

• Hazardous Substances Data: 225918-58-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID HYDROCHLORIDE is used as a key intermediate in the synthesis of various pharmaceuticals for its role in creating anti-inflammatory and analgesic drugs. Its ability to be a part of the drug development process is crucial for the production of medications that alleviate pain and reduce inflammation.
Used in Research and Development:
In the realm of scientific research, (S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID HYDROCHLORIDE is utilized as a compound of interest for its potential therapeutic properties. Researchers explore its applications in developing new treatments and understanding its interactions within biological systems.
Used in Organic Chemistry:
(S)-AMINO-(2-CHLORO-PHENYL)-ACETIC ACID HYDROCHLORIDE is also used as an intermediate in organic chemistry for the synthesis of other organic compounds, highlighting its versatility in chemical reactions and its importance in creating a variety of chemical products.

Upstream product

• 225918-54-7 (S)-α-(2-chlorophenyl)-α-[(diphenylmethyl)amino]acetonitrile 
• 89-98-5 2-chloro-benzaldehyde 
• 1430061-09-8 (2S)-(2-chlorophenyl){[(1S)-1-(4-methoxyphenyl)ethyl]amino}acetonitrile hydrochloride 

Downstream Products

• 225918-60-5 N-Boc-(S)-2-chlorophenylglycine 
• 141109-14-0 methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate 
• 113665-84-2 (S)-(+)-clopidogrel 
• 120202-66-6 (S)-(+)-clopidogrel bisulfate 

Relevant articles and documents

An asymmetric synthesis of clopidogrel hydrogen sulfate

An asymmetric synthesis of (S)-(+)-clopidogrel hydrogen sulfate has been developed through application of a Strecker reaction with [(1S)-1-(4- methoxyphenyl)ethyl]amine hydrochloride as a chiral auxiliary. Addition of 2-chlorobenzaldehyde to a solution of sodium cyanide and [(1S)-1-(4- methoxyphenyl)ethyl]amine hydrochloride gave diastereoisomerically pure (2S)-(2-chlorophenyl){[(1S)-1-(4-methoxyphenyl)ethyl]amino}acetonitrile hydro chloride. Cleavage of the chiral auxiliary and concomitant hydrolysis of the nitrile group then gave enantiomerically pure (2S)-2-(2-chlorophenyl)glycine hydrochloride, a key intermediate for (S)-(+)-clopidogrel. Georg Thieme Verlag Stuttgart. New York.

A practical synthesis of optically active arylglycines via catalytic asymmetric Strecker reaction

A practical procedure for catalytic asymmetric synthesis of optically active arylglycine derivatives via optically active α-aminonitriles has been developed. The N-benzhydryl α-arylaminonitrile intermediates were prepared in excellent yield (89-99%) and enantiomeric purity (96 to >98% ee) by enantioselective cyanation of aldimines with TMSCN/iPrOH in the presence of 2.5 mol % of an easily prepared Ti/chiral amino alcohol complex at 0 °C, without requiring slow addition of the cyanating agent. The easily racemized α-aminonitrile intermediates were efficiently hydrolyzed by an aqueous HCl/TFA mixture to give the arylglycine derivatives in good yield (60-92%) and moderate to excellent enantiomeric purity (85-98% ee).