Process for preparing carbapenem compounds

Details Process for preparing carbapenem compounds Process for preparing carbapenem compounds

1995-03-20

1996-11-26

Cook, Rebecca

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540350, C07D48704

Patent

active

055787223

ABSTRACT:
Novel and effective process for preparing a carbapenem compound of the formula (III): ##STR1## wherein R.sub.1 and R.sub.2 are each H or lower alkyl, R.sub.3 is lower alkyl, R.sub.4 is a protecting group, L is substituted or unsubstituted arylsulfonyloxy, lower alkanesulfonyloxy, halogeno-lower alkanesulfonyloxy, di-lower alkylphosphoryloxy, etc., and X is H or protected hydroxy, which comprises reacting a .beta.-lactam compound (I) with an acetic acid ester derivative (II), in the presence of base, followed by treating the product with an active esterifying agent for a hydroxy group, said compound (III) being useful as intermediate in preparing 1.beta.-alkylcarbapenem compounds having antibacterial activity.

REFERENCES:
patent: 4350631 (1982-09-01), Christensen et al.
patent: 5310897 (1994-05-01), Sunagawa et al.
J. Org. Chem., 53, 4154-4156 (1988).
Deziel et al., Tetrahedron Letters, 30, 1345-1348 (1989).
Sunagawa et al., Chem. Pharm. Bull, 42 (7) 1381-1387 (1994).

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