Epi-ethynylation process

Details Epi-ethynylation process Epi-ethynylation process

1984-11-21

1986-04-15

Roberts, Elbert L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26039745, 2603975, 2603973, C07J 100

Patent

active

045826447

ABSTRACT:
Ethynylation of 17-keto steroids (I) by standard means in the presence of a polar amine solvent produces the epi (17.beta.-ethynyl-17.alpha.-hydroxy) configuration at C.sub.17. The epi-ethisterone compounds are useful intermediates in the production of 17.alpha.-hydroxyprogesterones.

REFERENCES:
patent: 3983112 (1976-09-01), Kanojia
patent: 4022892 (1977-05-01), Kanojia
patent: 4440689 (1984-04-01), Nitta
patent: 4443377 (1984-04-01), Van Rheenen
Journal of Organic Chemistry, 39, 2304-2306 (1974), R. M. Kanojia, et al., "Epimerization of Mestranol Acetate on Alumina".
Journal of Medicinal Chemistry, 22, No. 12, 1538-1541 (1979), R. M. Kanojia, "Synthesis and Estrogenic Properties of 17-Epi-Ethynylestradiol and Its . . . ".
Tetrahedron Letters, 21, 2665-2666 (1980), H. Westmijze et al., "Ag(I)-Assisted Hydrolysis of Mestranol Methanesulfonate into Epimestranol".
Chem. Ber III, 3086-3093 (1978) H. Hofmeister et al.

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