89957-35-7Relevant academic research and scientific papers
SYNTHESIS OF SOME 2,3- and 5,6-UNSATURATED 19-HOMOSTEROIDS BEARING AN OXYGEN CONTAINING GROUP AT THE POSITION 19a
Kocovsky, Pavel
, p. 3589 - 3596 (2007/10/02)
A synthesis of 5,6- and 2,3-unsaturated 19a-methoxy-19a-homocholestane derivatives XVII and XXI is reported.The key steps in the synthesis of the former compound is protecting the 3β-hydroxyl group and 5,6-double bond by conversion to a cyclosteroid (IX - VI), selective hydroboration of the protected steroid followed by methylation (VI - X - XI) and reductive removal of the 3β-substituent (XVI - XVII).The 2,3-unsaturated methyl ether XXI was obtained by elimination from the mesylate XX prepared from the 5,6-unsaturated derivative XV in three steps.
