66880-01-1Relevant academic research and scientific papers
Highly efficient epoxidation of unsaturated steroids using magnesium bis(monoperoxyphthalate) hexahydrate
Carvalho, Jo?o F.S.,Silva, M. Manuel Cruz,Sá e Melo, M. Luisa
experimental part, p. 2773 - 2781 (2009/08/15)
Fast generation of epoxides from the corresponding homoallylic and allylic steroidal olefins was developed by using magnesium bis(monoperoxyphthalate) hexahydrate (MMPP) as oxidant suspended in acetonitrile (CH3CN) at reflux temperature. The protocol involves the use of a safe readily available oxidant along with an easy work-up, which renders the process very efficient. Selective 4,5- and 5,6-epoxidations of steroids are reported. Among them, highly stereoselective epoxidation of Δ5-B-nor-cholestanes was achieved. Moreover, the method is chemoselective for the 5,6-position and can be applied to the epoxidation of ring-A enones.
Microbial transformation of 5α,6α-epoxy-3β-hydroxy-16-pregnen-20-one by Trichoderma viride
Liu, Hong-Min,Ge, Wenzhong,Li, Heping,Wu, Jian
, p. 509 - 513 (2008/02/02)
Fermentation of 5α,6α-epoxy-3β-hydroxy-16-pregnen-20-one (4) with Trichoderma viride under aerobic condition yielded 3β,5α,6β-trihydroxy-16-pregnen-20-one (5) and 3β,5α,6β,15β-tetrahydroxy-16-pregnen-20-one (6). Each microbial metabolite was characterized by spectroscopic methods. Compounds 6 and 3β,5α,15β-trihydroxy-16-pregnen-6,20-dione (7) are reported for the first time.
