Process for the preparation of carbapenem intermediates

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

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540350, 540364, C07D20508, C07D40106, C07F 718, C07B 3704

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active

048410420

ABSTRACT:
A process for the preparation of a 4-[3-carboxy-3-diazo-2-oxopropyl]azetidin-2-one of the formula ##STR1## comprising reacting a 4-acetoxy-2-azetininone of the formula ##STR2## with a compound of the formula ##STR3## in an inert solvent, in the presence of a base and of a silylating agent, in a one-pot process.
Many of the products are new. The products are useful in the synthesis of carbapenem antibiotics.

REFERENCES:
patent: 4312871 (1982-01-01), Chistenson
patent: 4382949 (1983-05-01), Afonso
patent: 4539152 (1985-09-01), Hashinoto
Jeffrey J. Org. Chem, 1982, vol. 47, pp. 587-589.
Canadian Journal of Chemistry 1984 vol. 62 pp. 2936-2940.
Seard Report for EP 102,971.

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