Stereoselective construction of a steroid 5α,7α-oxymethylene derivative and its use in the synthesis of eplerenone.
A new and practical method for a stereoselective construction of a steroid 5α,7α-oxymethylene derivative has been developed and successfully applied to the stereoselective synthesis of eplerenone (8). Starting with available 11α-hydroxyl canrenone (1), eplerenone (8) was synthesised in seven steps with a 48% overall yield.
Zhang
Bin
B
Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
Chen
Hongli
H
Feng
Huijin
H
Li
Yuanchao
Y
D000077545:Eplerenone; D008968:Molecular Conformation; D013148:Spironolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
D013148:Spironolactone; D000077545:Eplerenone