(S)-Methyl 2-amino-2-phenylacetate hydrochloride, CAS No. 15028-39-4

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15028-39-4

Catalog No. EBD14876

CAS 15028-39-4

Name (S)-Methyl 2-amino-2-phenylacetate hydrochloride

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Basic Information

Synonyms: (S)-(+)-2-phenylglycinemethylesterhydrochlorid L-alpha-Phenylglycinemethylesterhydrochloride H-Phg-OMe.HCl H-Phg-OMe*HCl L-PhenylglycineMethylesterhydrochloride methyl(2S)-amino(phenyl)ethanoatehydrochloride(1:1) H-PHG-OMEHCL L-PHENYLGLYCINEMETHYLESTERHCL L-PHENYLGLYCINEMETHYLESTERHYDROCHLORIDESALT H-(PH)GLY-OMEHCL (S)-(+)-2-PHENYLGLYCINEMETHYLESTERHYDROCHLORIDE PHENYLGLYCINE-OMEHCL L-PhenylglycineMethylEster,Hydrochloride methylN-phenylglycinatehydrochloride(1:1) (S)-Methyl2-amino-2-phenylacetatehydrochloride

Molecular Formula: C9H12ClNO2

Molecular Weight: 201.65

MDL Number: MFCD00077158

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

L-α-Phenylglycine methyl ester hydrochloride is a chiral organic compound featuring an α-amino ester structure with a phenyl substituent. It exists as a white to off-white crystalline powder and is the hydrochloride salt of the methyl ester derivative of L-phenylglycine. The compound is characterized by its high optical purity, making it a valuable chiral building block. Its primary and most significant application is as a key chiral intermediate in the pharmaceutical industry. It is extensively used in the synthesis of β-lactam antibiotics, most notably serving as a crucial side-chain precursor for semisynthetic penicillins (e.g., ampicillin) and cephalosporins. The L-configuration of this intermediate is essential for imparting the desired biological activity and pharmacological properties to the final antibiotic molecules. Beyond its direct use in antibiotic synthesis, this compound is also employed in asymmetric synthesis and as a starting material for other fine chemicals. It requires storage in a cool, dry place, and standard safety precautions for handling amino acid derivatives and hydrochloride salts should be observed.

Physical Properties

Melting Point: 200 °C (dec.)(lit.)

Boiling Point: 238.9°Cat760mmHg

Flash Point: 104.7°C