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US 4,888,100 AGranted
Photochemical conversion of cephalosporins, 1-carba(1-dethia)cephalosporins and 1-oxa(1-dethia)cephalosporins
AssigneeEli Lilly and Company
InventorsLarry W. Hertel, John M. Morin, Jr., Robert T. Vasileff
Life of this patent
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Abstract
A process for photochemically converting 3-exomethylene cephams (or 1-carba(1-dethia)cephams or and 1-oxa(1-dethia)cephams) from the corresponding 3-alkyl-3-cephem (or 1-carba(1-dethia)cephem or 1-oxa(1-dethia)cephem) is provided. Further provided are 3-cephams useful as intermediates to 3-cephem compounds.
Claims19
A process for preparing a compound of Formula (I) ##STR7## wherein R is an amino-protecting group, X is --CH.sub.2 --, O, or ##STR8## wherein n is 0, 1, or 2, and R.sub.1 is a carboxy-protecting group;
- and R.sub.2 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.6 substituted alkyl, C.sub.2 -C.sub.6 substituted alkenyl, C.sub.2 -C.sub.6 substituted alkynyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, C.sub.2 -C.sub.6 alkenyloxy, C.sub.2 -C.sub.6 alkenylthio, C.sub.2 -C.sub.6 alkynyloxy, C.sub.2 -C.sub.6 alkynylthio, C.sub.1 -C.sub.6 substituted alkoxy, C.sub.1 -C.sub.6 substituted alkylthio, C.sub.2 -C.sub.6 substituted alkenyloxy, C.sub.2 -C.sub.6 substituted alkenylthio, C.sub.2 -C.sub.6 substituted alkynyloxy, and C.sub.2 -C.sub.6 substituted alkynylthio;
- which comprises subjecting a compound of Formula (II) ##STR9## to ultraviolet radiation, wherein X, R, R.sub.1 and R.sub.2 are as defined above.
Dependencies are inferred from the claim text.