Process for preparation of beta-lactam derivatives

摘要

The invention provides a process for preparing a beta -lactam derivative represented by the following formula (2) and/or the corresponding enol tautomer (which may be produced depending on its structure), the process comprising oxidizing an alkenyl-substituted beta -lactam derivative represented by the following formula (1) in the presence of a ruthenium catalyst or a rhenium catalyst using a periodic acid or a salt thereof: wherein R<1> is a hydrogen atom, a C1-4 alkyl group or a C1-4 haloakyl group, R<2> is a hydrogen atom, a C1-4 alkyl group or a phenyl group which may have a substituent, A is a group represented by the formula a group represented by the formula or a group represented by the formula wherein R<3> is an amino group or a protected amino group, R<4> is a hydrogen atom or a group for protecting a carboxylic acid, one of R<5> and R<6> is a hydrogen atom and the other is either a hydroxyl group or a protected hydroxyl group, or R<5> and R<6>, when taken together, represent an oxo group or a group represented by the formula wherein R<7> is a hydrogen atom, a C1-4 alkyl group, a phenyl group which may have a substituent, or a group -COOR<8> wherein R<8> is a hydrogen atom or a C1-4 alkyl group, X is a hydrogen atom, a halogen atom, a hydroxyl group or a protected hydroxyl group, and Y is a group of the formula -SO2Ar or -SAr wherein Ar is an aryl group which may have a substituent or a nitrogen-containing aromatic heterocyclic group which may have a substituent; and wherein R<1> and A are as defined above. o