Synthetic routes to azetidinones related to nocardicin

US4230619A · kind A · utility

Assignee

• Farmitalia Carlo Erba S.p.A. · IT

Inventors

• Maurizio Foglio · Milano, IT
• Giovanni Franceschi · Milano, IT
• Paolo Lombardi · Milano, IT
• Cosimo Scarafile · Milano, IT
• Federico Arcamone · Milano, IT

Key dates

• Filing date: Jun 30, 1978
• Grant date: Oct 28, 1980
• Expiry date: Jun 30, 1998

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D205/095
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

There is disclosed a process for the manufacture of azetidinones related to nocardicin having the formula ##STR1## wherein R is a saturated or unsaturated alkyl having from 1 to 6 carbon atoms, .alpha.-aminobenzyl, benzyl, free or substituted phenyl, or a free or substituted heterocyclic; PA0 R.sub.1 is hydrogen, alkyl having from 1 to 4 carbon atoms, trimethylsilyl, trichloroethyl, benzhydryl or benzyl; and PA0 R.sub.2 is a free or substituted phenyl, or a free or substituted heterocyclic, using the same starting compound, but with the possibility of proceeding to the final compound via two somewhat different routes. A number of novel intermediates are also disclosed.