@article{oai:kanazawa-u.repo.nii.ac.jp:00013068, author = {吉岡, 晃一 and 後藤, 義一 and 馬渕, 宏 and 平賀, 謙太郎 and 三木, 卓一}, issue = {12}, journal = {Chemical & pharmaceutical bulletin}, month = {Dec}, note = {The mixture of enol acetates (II and III) of 16-acetyl-estrone-3-methyl ether underwent hydrogenolysis under high pressure (100kg/cm^2) of hydrogen in the presence of Raney Ni to form the 16β-ethyl-17β-ol compound (X) in high yield. The mechanism of hydrogenolysis was discussed. This facile and stereoselective introduction of 16β-ethyl and 17β-hydroxy groups was applied to the synthesis of 16β-ethyl-19-nortestosterone (TSAA-291,XIX), which shows strong antiandrogenic activity., 金沢大学大学院医学系研究科}, pages = {3203--3207}, title = {Studies on Antiandrogenic Agents. Synthesis of 16β-Ethyl-19-nortestosterone}, volume = {23}, year = {1975} }