167958-89-6Relevant articles and documents
Synthesis of polyhydroxysterols (III): synthesis and structural elucidation of 24-methylenecholest-4-en-3beta,6 alpha-diol.
Cui, Jian Guo,Lin, Cui Wu,Zeng, Long Mei,Su, Jing Yu
, p. 1015 - 1019 (2002)
Using stigmasterol as the starting material, 24-methylenecholest-4-en-3beta,6 alpha-diol (2) was synthesized in eight steps in 13% overall yield. The introduction of the sterol side-chain was carried out using (3-methyl-2-oxobutyl)-triphenylarsonium bromide (11) and K(2)CO(3) in a solid-liquid phase-transfer Wittig reaction. Construction of the steroidal nucleus was finished by oxidation of 24-methylenecholest-5-en-3beta-ol (9) with pyridinium chlorochromate (PCC) in dichloromethane at ambient temperature and by reduction of 24-methylenecholest-4-en-3,6-dione (10) with NaBH(4) in the presence of CeCl(3).7H(2)O.
Cleavage reaction of 5β,6β steroidal epoxides carrying different groups at C-3
Centurion, Osvaldo M. Teme,Galagovsky, Lydia R.,Gros, Eduardo G.
, p. 504 - 508 (2007/10/03)
The particular behavior of 5β,6β steroidal epoxides carrying different groups at C-3 was studied.These epoxides may exhibit different cleavage behavior according to the nature of the solvent, the acid-base state of the medium, and the leaving abilities of the C-3 substituent.Results and alternative mechanisms are presented. - Keywords: steroidal epoxides, cleavage of epoxides, ring A steroidal elimination
