Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1989-01-19
1991-12-24
Raymond, Richard L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D20508
Patent
active
050754360
ABSTRACT:
A multistep process is described for selectively obtaining 1-.beta.-methylcarbapenem intermediates in high overall yield. The desired 1-.beta.-methyl 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 metallic nickel hydrogenation catalyst. The hydrogenation results in a mixture of .alpha.- and .beta.-methyl isomers having a high .beta./.alpha.epimeric molar ratio. New 1-.beta.-methylcarbapenem intermediates containing the exocyclic double bond are also described.
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Fuentes Lelia M.
King Anthony O.
Shinkai Ichiro
Merck & Co. , Inc.
Pfeiffer Hesna J.
Raymond Richard L.
Speer Raymond M.
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