Steroids and related studies. Part XVIII. 3-Aza-A-homo-4a-eno[3,4-d]tetrazole steroid analogues
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 990-993
- https://doi.org/10.1039/p19720000990
Abstract
Treatment of (25R)-spirost-4-en-3-one with excess of hydrazoic acid in the presence of boron trifluoride gives (25R)-3-aza-A-homospirost-4a-eno[3,4-d]tetrazole. The latter has been degraded to 3-aza-A-homopregna-4a,16-dieno[3,4-d]tetrazol-20-one, the 16α,17α-epoxide of which yielded the 17α-16β-chloro-, bromo-, and thiocyanato-derivatives. The oxime of 3-aza-A-homopregna-4a,16-dieno[3,4-d]tetrazol-20-one, on rearrangement and hydrolysis, gave 3-aza-A-homoandrost-4a-eno[3,4-d]tetrazol-17-one.Keywords
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