18-Substituted steroids. Part 10. Synthesis of 16α,18,21-trihydroxypregn-4-ene-3,20-dione (16α,18-dihydroxy-11-deoxycorticosterone)
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 3,p. 723-728
- https://doi.org/10.1039/p19820000723
Abstract
The title compound has been prepared from 3β-acetoxy-16α-hydroxypregn-5-en-20-one by two routes, each involving application of the ‘hypoiodite’ reaction sequence [Pb(OAc)4-I2-hν; oxidation; solvolysis] to a 16α-acyloxypregnan-20β-ol derivative, to obtain the corresponding 18-hydroxypregnan-20-one (as 18,20-hemiacetal), with subsequent acetoxylation at C-21, and selective oxidation at C-3.This publication has 2 references indexed in Scilit:
- Synthesis of 18-substituted steroids. Part III. Reactions of 18-substituted pregnan-20-onesJournal of the Chemical Society, Perkin Transactions 1, 1976
- Oppenauer Oxidations Using 1-Methyl-4-Piperidone as the Hydride AcceptorSynthetic Communications, 1972