To obtain the subject compound useful as an intermediate for industrially and economically producing carbapenem preparations for oral use, by treating a specific azetidinone compound with a specific oxalic acid monoester monochloride.
This compound of formula II [e.g. (3S,4S)-4-[(R)-1-[{(3S,5S)-5-(N, N-dimethylcarbamoyl)-1-(isobutyryloxymethyloxycarbonyl) pyrrololidin-3-yl)-thio]- carbonylethyl]-1-[(pivaloyloxymethyloxy) oxalyl]-3-[(1R)-(triethylsilyloxy) ethyl]-2-azetidinone] is obtained by reacting a compound of formula I (R1 is a substituent which is decomposable in an organism and removable; R3 is a protective group for OH) with an oxalic acid monoester monochloride of the formula C1COCOOR2 (R2 is a substituent which is decomposable in an organism and removable), in the presence of a base, in an inert solvent.
JP3233434 | CARBAPENEM DERIVATIVE |
JPH07278147 | MRSA-ACTIVE 2-PHENYL-CARBAPENEM |
YASUDA SHOHEI
MURAI YASUSHI
IINUMA KATSUHARU