Methods and compounds for the preparation of carbacephems

Details Methods and compounds for the preparation of carbacephems Methods and compounds for the preparation of carbacephems

C - Chemistry, Metallurgy

07

D

C07D 463/00 (2006.01) C07D 413/04 (2006.01) C07D 413/14 (2006.01) C07F 7/10 (2006.01)

Patent

CA 2089544

X-7966 ABSTRACT OF THE DISCLOSURE Compounds and methods as provided for the preparation of carbacephems, useful in producing cephalosporin analogs. The compounds are 4,6 bicyclo compounds characterized by the presence of both an amino protecting chiral auxiliary and a carboxy protecting group. The methods place both protecting groups onto the basic compound structure early in the synthesis scheme and typically retain both throughout, thereby making the overall procedure simple, efficient and high in yield. Removal of the chiral auxiliary and the carboxy protecting group is accomplished with trimethylsilyl iodide to yield the carbacephem nucleus.

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