PRODUCTION OF 2-CARBONS-SUBSTITUTED CARBAPENEM DERIVATIVE

摘要

PURPOSE:To rapidly and lightly obtain the subject compound useful as an antimicrobial agent using a readily available raw material by reacting a specific carboxylic acid derivative with a stannane derivative in the presence of a Pd compound in an inert solvent. CONSTITUTION:(A) A 2-trifluoromethanesulfonyloxy-1-carbapen-2-em-3-carboxylic acid derivative or the aforementioned 1-carbapen-2-em-3-carboxylic acid derivative [preferably a compound expressed by formula I (R<1> is H or methyl; R<3> is H or OH-protecting group; R<4> is carboxyl-protecting group; Tf is trifluoromethanesulfonyl)] derived from a 2-oxo-1-carbapenem-3-carboxylic acid derivative and trifluoromethanesulfonic acid anhydride is made to reset with (B) a stannane derivative [preferably a compound expressed by formula II (R is H or organic residue; R<5> to R<7> are lower alkyl)] in the presence of a Pd compound (salt) in an inert solvent to afford the objective compound [preferably a compound expressed by formula III (R<2> is H or carboxy-protecting group)].