Patent · US Expired

Synthesis of carbapenems using N-substituted azetidinones

US4973687A · kind A · utility

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1References
5Claims
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Assignee

Inventor

Key dates

Filing dateJun 27, 1988
Grant dateNov 27, 1990
Priority date
Expiry dateJun 27, 2008

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY02P20/55
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

This invention provides novel azetidinone intermediates having the formulas: ##STR1## wherein R.sup.1 is hydrogen, or a conventional hydroxy-protecting groups; R.sup.2, R.sup.4, and R.sup.5 are independently selected from the group consisting of hydrogen; substituted and unsubstituted: alkyl, alkenyl, and alkynyl having from 1-10 carbon atoms; cycloalkyl, cycloalkylalkyl, and alkylcycloalkyl having 3-6 carbon atoms in the cycloalkyl ring and 1-6 carbon atoms in the alkyl moieties; spirocycloalkyl having 3-6 carbon atoms; phenyl; aralkyl, aralkenyl, and aralkynyl wherein the aryl moiety is phenyl and the aliphatic portion has 1-6 carbon atoms; or various heterocyclic moieties; and R.sup.6 is methanesulfonyl or p-toluenesulfonyl; which are useful in the preparation of carbapenem antibiotics.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.