3-(PROTECTED HYDROXY ETHYL)-4-(1-OXO-3-THIOLANYLTHIO(THIO CARBONYL)THIO)-1-AZETIDINONE DERIVATIVES AND THEREFROM PROCESS FOR PREPARING 2-(1-OXA-3-THIOLANYL)-2-PENEM ANTIBIOTIC

摘要

Azetidinone intermediate of formula (I) is prepd. by acylating a cpd. of formula (II) with -F-C(O)-C(O)-(CH3)3 in the presence of tertiary amine in an inert solvent at 0--80C. In the formulas, R is H or - C(0)-C(0)-R3; R3 is -CH2-CX=CH2 [X is H, Br or Cl or -CH2-O-C(0)- C(CH3)3; R1 is sillyl-hydroxy protecting group. (I) is useful as an intermediate for preparing 5R,6S-6(1R-1-hydroxyethyl)-2-(1-oxo-3- thiolanylthio)-2-penem-3-carboxylic acid antibacterial agent.