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US 4,734,497 AGranted
Intermediates for process for chiral synthesis of 1-.beta.-methyl-carbapenem intermediates
AssigneeMerck & Co., Inc.
InventorsBurton G. Christensen, Lovji D. Cama, Susan M. Schmitt
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Abstract
A process is described for selectively obtaining 1-.beta.-methylcarbapenem intermediates. The desired chirality is obtained through the hydrogenation of certain bicyclic .beta.-lactam ring structures containing an exocyclic methylene double bond alpha to the .beta.-lactam ring, in the presence of a Group VIII metal hydrogenation catalyst. The hydrogenation results in a mixture of .alpha.- and .beta.-methyl epimers having a high .beta./.alpha.epimeric ratio. New 1-.beta.-methylcarbapenem intermediates made by the process are also described.
Claims4
A composition of the formula:
- ##STR48## wherein R.sup.2 is independently selected from hydrogen, linear or branched C.sub.1 -C.sub.3 alkyl, which can be substituted with fluoro, hydroxy or protected hydroxy, R.sup.3 is hydrogen or a protecting group and R.sup.6 is hydrogen or a protecting group.
Dependencies are inferred from the claim text.