Gona-4,9(10)-dienes and process of producing the same

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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26023955R, 2603975, 260349, C07J 100

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041675177

ABSTRACT:
New gona-4,9(10)-dienes of formula I ##STR1## where R is alkyl of 1 to 3 carbon atoms and X is Cl, Br, F, N.sub.3, SCN, CN, OH, OR'(R'=alkyl), NH.sub.2, a substituted amino group or a heterocyclic compound including nitrogen in the ring. The compounds have valuable biological properties, especially hormonal and antihormonal effects, and can be used to advantage in pharmaceutical preparations for the treatment of endocrinopathies and for reproduction control in human beings and livestock.
The invention also embraces a process for making the compounds by converting 3-methyoxy-13.beta.-R-gona-2,5(10)-diene-17.beta.-spiro-1',2'-o xiranes first to 17.beta.-hydroxy-17.alpha.-CH.sub.2 X-13.beta.-R-gon-5(10)-en-3-one, then to the 17.beta.-hydroxy-17.alpha.-CH.sub.2 X-13.beta.-R-gona-4,9(10)-diene-3-ones of formula I.

REFERENCES:
patent: 3484464 (1969-12-01), Farkas
patent: 3506652 (1970-04-01), Creger
Journal Chem. Soc., (1964), pp. 4479-4492, by Smith et al.

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