74910-37-5Relevant academic research and scientific papers
Ring c Aromatic Steroids. Part 2. Rearrangement of 16α,17α-Epoxy- and 17α-Hydroxy-5,7-dienes
Bridgewater, Alan J.,Cheung, H. T. Andrew,Vadasz, Andrew,Watson, Thomas R.
, p. 556 - 562 (2007/10/02)
Epoxide-opening in 3β-acetoxy-16α,17α-epoxypregna-5,7-dien-20-one (3) and its Δ6,8(14)-isomer(7), as induced by boron trifluoride-acetic anhydride is accompanied by C-13 methyl migration.The product, 3β,16α-diacetoxy-17β-methyl-18-norpregna-5,7,13-trien-20-one (4) was converted in two steps into the C-aromatic steroid 3β,16α-diacetoxy-17β-methyl-18-norpregna-8,11,13-trien-20-one (6) as a mixture of C-5-epimers.A D-homo-product (17) resulted from acid-catalysed rearramgement of 3β,20ξ-diacetoxy-17α-hydroxypregna-5,7-diene (16).
