1999 Volume 52 Issue 7 Pages 643-648
Convergent syntheses of oral THF 1β-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 1β-methylcarbapenems 4 and 5, respectively, in 46% and 42% overall yields.