Organic compounds -- part of the class 532-570 series – Organic compounds – Cyclopentanohydrophenanthrene ring system containing
Patent
1995-06-26
1998-03-03
Prior, Kimberly J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Cyclopentanohydrophenanthrene ring system containing
552517, 552518, 552520, 552577, 552593, 552595, 540 30, 540 34, 540100, 540101, C07J 7500, C07J 500
Patent
active
057236380
ABSTRACT:
The invention is drawn to a process for the preparation of a steroid of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms, R.sub.2 is alkyl of 1 to 4 carbon atoms and theo A, B, C, and D ring system has at least one double bond and is optionally substituted by at least one optionally protected hydroxy, optionally protected keto, halogen, alkyl and alkoxy of 1 to 4 carbon atoms, and alkenyl and alkynyl of 2 to 4 carbon atoms by reacting the corresponding 17-ketosteroid with a compound of the formula ##STR2## and then by reacting the resulting compound with an aryl sulfenyl halide. The intermediate produced then undergoes rearrangement followed by epimerization with a strong base to obtain a mixture of the corresponding sulfoxide diastereoisomers which is reacted with a thiophilic compound. The intermediate produced undergoes acid hydrolysis to provide the compound of formula I.
REFERENCES:
An International Jounal of Reviews & Communications in Heterocycli Chemistry Article. vol., 17 1982, Daniel Flynn, et al, pp. 83-86.
Lett Robert
Melnyk Oleg
Prior Kimberly J.
Roussel Uclaf
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