PROCESS FOR PREPARING NEW D-HOMO-STEROIDS

摘要

1450884 D-homosteroids F HOFFMANNLA ROCHE & CO AG 25 Sept 1974 [26 Sept 1973] 41706/74 Heading C2U The invention comprises compounds of formula wherein the 1,2-bond is single, R10 being H or Me, or double, R10 being Me; the 6,7-bond is single, R7 being H, mercapto, acylthio, alkylthio, cycloalkylthio or aralkylthio, or double, R7 being H; and the 16,17-bond is single or double. Compounds I (R7=H) are prepared (a) from the corresponding #5 (or #5,16)-3#-ols by oxidation to give a #4, #4,6 or #1,4,6-3-oxo grouping, e.g. with CrO 3 , DCC/DMS, SO 3 /py, Br 2 /LiBr/Li 2 CO 3 /DMF or with Al(OPri) 3 or Al(OBut) 3 optionally in the presence of DDQ; or (b) from the corresponding #5(10) or #5(10),16-3- ones by acid or base #5(10)##4 isomerization; and are interconvertible by chemical or microbial 1,2- and/or 6,7-dehydrogenation. Compounds I (R7 is other than H) are prepared from the corresponding 6,7-dehydro compounds (where R7=H) by reacting with H 2 S, a mercaptan or a thiocarboxylic acid, optionally followed by 1,2-dehydrogenation. The starting materials are prepared as described in Specifications 1,450,885 and 1,450,886. Compounds I are said to affect body mineral reserves, and may be made up with carriers into pharmaceutical compositions for oral, parenteral rectal and topical administration.