Prostaglandins and methods of making same

Details Prostaglandins and methods of making same Prostaglandins and methods of making same

1974-12-16

1976-04-13

Love, Ethel G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D 1304

Patent

active

039503593

ABSTRACT:
(.+-.)-Prostaglandin E.sub.1 is totally synthesized with a high degree of stereoselectivity and in good yield at the various steps from 6-methoxy-3-indanol by a sequence of reactions proceeding through 6-methoxy-3-indeneheptanoic acid ester, 2,6-dioxo-4,5,6,7-tetrahydro-7-methyl-3-indanheptanoic acid ester 2-cyclic ethylene acetal, cis-3,4,5,7a-tetrahydro-7-methyl-2-oxoindanheptanoic acid ester, trans-trans 3-acetyl-2-(2-carboxy-ethyl)-5-oxocyclopentane heptanoic acid ester 5-cyclic-ethylene acetal, 3-acetoxy-2-formyl-5-oxocyclopentaneheptanoic acid ester 5-cyclic ethylene acetal, and 15-dehydro (.+-.)-prostaglandin E.sub.1. The end compound has the biological activity of naturally occurring prostaglandin E.sub.1.

REFERENCES:
patent: 3833612 (1974-09-01), Wendler et al.

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