摘要 |
11a -Hydroxy-steriods are prepared by contacting an 11-methylene steroid with aerobically growing fungus of the genus Sporotrichum. In the case of steroids of the pregnane series, degradation of the side chain also takes place at an aeration rate of 5 to 15 litres of air per minute per 100 litres of medium to form an 11a , 17b -dihydroxy-androstane. Thus the process may be applied to an 11-oxygenated pregnane so that only degradation takes place in the side chain to form an 11-oxygenated-17b -hydroxy-androstane. The fungus may be of the species sulphurescens, carnis, epigaeum, bombycinum, foliicola Oud., pulviniforme Thum, olivaceum Fr, globuliferum, maritumum, orthophilum, griseolum, roseolum Oud. et Beijerinck, poae PK, equi, Beurmanni M. et Ram., and Schencckii. In the examples 11a ,17b -dihydroxy-17a -methyl - 1,4 - androstadien - 3 - one is prepared from 1 - dehydromethyltestosterone, 11a ,17b -dihydroxy - 1,4 - androstadien - 3 - one is prepared from 1-dehydrotestosterone, 21-hydroxy-1,4 - pregnadiene - 3,20 - dione, 1,4 - pregnadiene - 3,20 - dione, 17a ,21 - dihydroxy - 1,4-pregnadiene - 3,20 - dione, 17b - hydroxy - 1,4-androstadiene - 3 - one and 11a - hydroxy - 1,4-pregnadiene - 3,20 - dione, is subsequently acetylated to form the corresponding 11a ,17b -diacetoxy compound, 11a -hydroxy-1,4-androstadiene - 3,17 - dione is prepared from 1,4-androstadiene - 3,17 - dione and is subsequently acetylated to form the corresponding 11a - acetoxy compound, 11a - hydroxy - testosterone is prepared from progesterone, desoxycorticosterone, 17a ,21 - dihydroxy - 4 - pregnene - 3,20 - dione, 17a - hydroxy - progesterone, 11a - hydroxy - progesterone, 11a ,21 - dihydroxy - 4 - pregnene - 3,20 - dione and testosterone; 11a -hydroxy-progesterone is prepared from progesterone; and 11a ,21 - dihydroxy-1,4 - pregnadiene - 3,20 - dione is prepared from 21 - hydroxy - 1,4 - pregnadiene - 3,20 - dione. Specifications 724,094 and 767,422 are referred to. |