Process for the oxidation of pseudodiosgenin diacetate to dioson

Organic compounds -- part of the class 532-570 series – Organic compounds – Cyclopentanohydrophenanthrene ring system containing

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C07J 700

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06160139&

ABSTRACT:
The invention relates to a process for the production of 16-dehydropregnenolone acetate of the formula ##STR1## comprising the oxidation of pseudodiosgenin diacetate in the presence of a phase transfer catalyst at a temperature between 0-15.degree. C. to produce diosone followed by the hydrolysis and degradation of diosone to produce 16-dehydropregnenolone acetate.

REFERENCES:
Abstract -Kavtardge, L.K., Gruz, S S R, I.A.N., Khim, S. Chemical Abstracts, 1985, vol. 103, 123771e.
Abstract (US Patent 3,136,758) -Chemorda, J.M., Ruyle, W.V. and Mendell, L., Chemical Abstracts, 1964, vol. 61, 7081a.
Abstract (US Patent 2,409,293) -Marker, R.H., Chemical Abstracts, 1947, vol. 41, 1396f.
Specification (British Pat. 749,697) -Hewett, C.L., Improvements in the Production of Pseudo-Sapogenin Compunds, Chemical Abstracts, 1957, vol. 51, 28097.
Article -Hazra, B.G., Chordia, M.D., Bahule, B.B., Pore, V.S. and Basu, S., Manganese-mediated Novel Dibromination of Olefins with Tetradecyltrimethyl-ammonium Permanganate and Trimethylbromosilane, National Chemical Laboratory (NCL) Communication, No. 5407, p. 16, 1994.
Abstract -Micovic, I.V., Ivanovic, M.D. and Platak, D.M., Simplified Preparation of 16-Dehydropregnenolene Acetate, Synthesis, Jul. 1990, p. 591.

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