Preparation of beta-lactam derivatives used as antibacterial agents by reacting cephalosporanic acid derivative with imine compound, then thiourea compound

摘要

Preparation of beta -lactam derivatives (I) comprises: (1) reacting a cephalosporanic acid derivative (IV) with an imine derivative (III) and (2) reacting the obtained compound (II) with a thioether compound (V) to give a compound (VI) which is then desilylated to give (I) or (3) desilylating (II) and reacting with thiourea in a solvent system containing organic solvent and water to give (I). Preparation of beta -lactam derivatives of formula (I) comprises: (1) reacting a cephalosporanic acid derivative of formula (IV) with an imine derivative of formula (III) and (2) reacting the obtained compound of formula (II) with a thioether compound of formula (V) to give a compound (VI) which is then desilylated to give (I) or (3) desilylating (II) and reacting with thiourea in a solvent system containing organic solvent and water to give (I). [Image] [Image] X, R1substituents useful in cephalosporin chemistry; REa negative charge or COOREan ester; R : H or silyl; RE'silyl or COORE'an ester; Y : halo; Y' : a group forming a reactive compound (III); R' : H or silyl and R'' : silyl. An independent claim is included for new compounds of formula (VIa). [Image] R'a>, RE'a, R'''a>tri-1-4C alkylsilyl. ACTIVITY : Antibacterial. No biological data is given. MECHANISM OF ACTION : None given.