Convergent syntheses of oral THF 1beta-methylcarbapenems

  • J Antibiot (Tokyo). 1999 Jul;52(7):643-8. doi: 10.7164/antibiotics.52.643.
P Bitha  1 ,  Z Li ,  Y I Lin
Affiliations
  • 1. Chemical Sciences, Wyeth-Ayerst Research, Pearl River, NY 10965, USA.
PMID: 10513844 DOI: 10.7164/antibiotics.52.643
Abstract

Convergent syntheses of oral THF 1beta-methylcarbapenems 4 (OCA-983) and 5 starting from M2-phosphate 1 were developed. Reaction of the M2-phosphate 1 with THF thiols containing a requisite prodrug side chain, 9 and 10, gave the desired oral THF 1beta-methylcarbapenems 4 and 5, respectively, in 46% and 42% overall yields.

Products