93522-82-8Relevant academic research and scientific papers
Aza Steroids from Diosgenin
Siddiqui, A.H.,Rajeshwar, K.,Baig, M.H.,Siddiqui, A.H.U.
, p. 435 - 438 (2007/10/02)
The treatment of 3β-acetoxy-22β-spirost-5-en-7-one (1) with alcoholic potassium hydroxide gives 26-hydroxyfurost-3,5,20(22)-trien-7-one (3).Its acetyl derivative (4) after oximation and Beckmann rearrangement affords the lactam, 26-acetoxy-7a-aza-B-homofurost-3,5,20(22)-trien-7-one (7).Catalytic hydrogenation of 1 gives 3β-acetoxy-26-hydroxy-5α-furastan-7-one (10).Its acetyl derivative (11) on oximation followed by Beckmann rearrangement gives the saturated lactam, 3β,26-diacetoxy-7a-aza-5α-B-homofurostan-7-one (14).The Schmidt reaction on ketone (4) with excess of hydrazoic acid in the presence of boron trifluoride provides the keto tetrazole (15) while similar reaction on ketone (11) furnishes tetrazole (16).
