Process for the preparation of carbapenem antibiotic

• Main Authors: ARUMUGAM NAGAPPAN, PANDIAN PANDI SURESH, VEERAMANI GANAPATHY, RAO GOLLAPALLI VENKATESWARA, UDAYAMPALAYAM PALANISAMY SENTHILKUMAR, SUDHAN HENRY SYRIL, GNANAPRAKASAM ANDREW, SIVASANKARAN VENUGOPAL
• Format: Patent
• Language: English
• Published: 23.10.2012
• Subjects: CHEMISTRY; CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE

A process for the preparation of a carbapenem of formula (I): in amorphous form wherein R represents hydrogen or COOM and M represents hydrogen or sodium the process including condensing a compound of formula (II): wherein P′ denotes a carboxy protecting group, with a compound of formula (III): wherein P″ denotes a carboxy protecting group, in the presence of a base to yield a compound of formula (IV): deprotecting both the protecting groups in the compound of formula (IV) in the presence or absence of a sodium ion source, a solvent and in the presence or absence of CO2, gas, extracting the product into an aqueous medium, quenching the aqueous layer of into an alcohol at a temperature, and isolating the carbapenem compound of formula (I) in amorphous form.