Intermediates for the preparation of 17-substituted-.DELTA..sup.

Details Intermediates for the preparation of 17-substituted-.DELTA..sup. Intermediates for the preparation of 17-substituted-.DELTA..sup.

1974-07-18

1976-09-14

Garner, Vivian

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602395, 2602955T, 2603409, 2603475, 2603971, 2603973, 2603974, 260410, 260468H, 260468R, 260473G, 260476C, 260483, 260486R, 260586E, 260611F, C07C 69145, C07C 6924, C07C 6961, C07C 6974

Patent

active

039806871

ABSTRACT:
A process for the production of a .DELTA..sup.4 -gonenic steroid having the formula ##SPC1##
Wherein R represents a member selected from the group consisting of hydrogen and the acyl of an organic carboxylic acid having from 1 to 18 carbon atoms, R' represents an alkyl having from 1 to 4 carbon atoms, R.sup.iv represents a member selected from the group consisting of lower alkyl, lower alkenyl or lower alkynyl, and B represents a member selected from the group consisting of two hydrogens in the 9.alpha. and 10.beta. position and a double bond which comprises the steps of reacting a 3-ketal-4,5-seco-gonane-5-one with a ketalizing agent, oxidizing the resultant 3,5-diketal-4,5-seco-gonane-17.beta.-ol, reacting the resultant 3,5-diketal-4,5-seco-gonane-17-one with an organometallic compound, hydrolyzing the resultant 3,5-diketal-17.alpha.-R.sup.iv -4,5-seco-gonane-17.beta.-ol, cyclizing the resultant 17.alpha.-R.sup.iv -4,5-seco-gonane-17.beta.-ol-3,5-dione and recovering said .DELTA..sup.4 -gonenic steroid. The novel intermediates are also part of the invention. The .DELTA..sup.4 -gonenic steroids are known compounds having steroidal properties.

REFERENCES:
patent: 3119841 (1964-01-01), Nomine et al.
patent: 3880911 (1975-04-01), Saucy
Chem. Abstracts, 56: 10235 g.
Chem. Abstracts, 58: 12635 d.
Chem. Abstracts, 61: 16130 a.

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