摘要 |
PROBLEM TO BE SOLVED: To obtain a new compound of a penem compound having a carboxyl group protected by a specific ester-formable group capable of being easily hydrolyzed in vivo, having high bioavailability at the time of oral administration, and useful as an antimicrobial material. SOLUTION: This new compound is a penem compound of formula I [R is the formula CH(R1)OC(O)nR2 (R1 is H, an alkyl or the like; R2 is an alkyl; and (n) is 1 or 2)], e.g. acetyloxymethyl (5R,(6S)-6-[(R)-1-hydroxyethyl]-2-[(R)-2- tetrahydrofuryl]penem-3-carboxylate. The compound of formula I is obtained by reacting a penem compound of formula II (R3 is H, an alkyli metal or the like), e.g. sodium (5R,6S)-6-[(R)-1-hydroxyethyl]-2-[(R)-2-tetrahydrofuryl]penem-3- carboxylate, with a compound of the formula RX (X is a halogen), e.g. acetyloxymethyl bromide in an organic solvent (e.g. toluene). |