SYNTHESIS OF A-METHYL-16-ALPHA,17-ALPHA-CYCLOHEXANOPROGESTERONE VIA GAMMA-METHYLENATION OF 6-ALPHA,17-ALPHA-CYCLOHEXANOPREGN-4-ENE-3,20-DIONE

Authors
LEVINA IS KAMERNITSKII AV
Citation
Is. Levina et Av. Kamernitskii, SYNTHESIS OF A-METHYL-16-ALPHA,17-ALPHA-CYCLOHEXANOPROGESTERONE VIA GAMMA-METHYLENATION OF 6-ALPHA,17-ALPHA-CYCLOHEXANOPREGN-4-ENE-3,20-DIONE, Russian chemical bulletin, 46(6), 1997, pp. 1185-1187
Citations number
9
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
46
Issue
6
Year of publication
1997
Pages
1185 - 1187
Database
ISI
SICI code
1066-5285(1997)46:6<1185:SOAVG>2.0.ZU;2-#
Abstract
6-Methylene-16 alpha,17 alpha-cyclohexanopregn-4-ene-3,20-dione 2 has been synthesized by the reaction of Delta(4)-3-ketone 1 with CH2(OEt)( 2) and POCl3 in the presence of AcONa in 55% yield. Reduction of the p roduct 2 in the presence of 5% Pd/C gives 6 alpha-methyl-16 alpha,17 a lpha-cyclohexanoprogesterone 3 in a yield exceeding 70%.