C - Chemistry – Metallurgy – 07 – J
Patent
C - Chemistry, Metallurgy
07
J
260/7
C07J 1/00 (2006.01) C07J 21/00 (2006.01) C07J 51/00 (2006.01)
Patent
CA 1065302
NEW 13-ETHINYL-STEROIDS AND PROCESSES FOR THEIR MANUFACTURE Abstract of the Disclosure A new class of 13-ethinyl-steroids is prepared by a novel process comprising Wittig reaction of a 13-formyl steroid with a chloro- or bromomethylenephosphorane and dehydro- halogenation of the intermediate 13-(2-halogenovinyl)steroid with an extremely strong base. Preferred products are those of the formula Image or Image wherein R denotes a hydrogen atom or the methyl group, R3 denotes a hydrogen atom or a lower alkyl or lower alkanoyl group, R4 denotes a hydrogen atom or a lower aliphatic hyd- rocarbon radical, or R3 and R4 together denote a C-O linkage, R5 denotes the oxo group, a hydrogen atom together with an esterified or free hydroxyl group, or two hydrogen atoms, R6 denotes a hydrogen atom or a lower alkyl group, and R7 denotes a hydrogen atom or the methyl group, it also being possible for an additional 1,2-double bond to be present in compounds in which R is the methyl group. These compounds are pharmacologically active in a manner analogous to that of natural sexual hormones, and are distinguished as blockers of the secretion of pituitary gonadotrophins; accordingly, they are useful in medicine for the corresponding indications and for fertility control.
244407
Biollaz Michel
Kalvoda Jaroslav
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