Intermediates for process for chiral synthesis of 1-.beta.-methy

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D20508, C07D49804, C07D 718, C07D 5300

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047344970

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.

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patent: 4309346 (1982-01-01), Christensen
patent: 4383946 (1983-05-01), Christensen
Heterocycles, 1984, vol. 21, pp. 29-40, by D. H. Shih, et al.
Reagents for Organic Synthesis, vol. 1, pp. 723-729, by S. L. Feiser.
Sanagawa, Chem. Abs., 106, 4570z, (1986).
Iimori, Tet., 27, 2149, (1906).

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