Synthesis of thienamycin via (3SR, 4RS)-3-((RS)-1-acyloxyethyl)-2-oxo-4-azetidineacetate

US4287123A · kind A · utility

Assignee

• MERCK & CO., INC. · US

Inventors

• Thomas M. H. Liu · Westfield, US
• David G. Melillo · Scotch Plains, US
• Kenneth M. Ryan · Clark, US
• Ichiro Shinkai · Westfield, US
• Meyer Sletzinger · North Plainfield, US

Key dates

• Filing date: Jan 14, 1980
• Grant date: Sep 1, 1981
• Expiry date: Jan 14, 2000

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Disclosed is a process for the stereocontrolled total synthesis of thienamycin, which synthesis proceeds via intermediate II: ##STR1## wherein R is a readily removable carboxyl protecting group; and ##STR2## is a readily removable acyl group.