In:
Collection of Czechoslovak Chemical Communications, Institute of Organic Chemistry & Biochemistry, Vol. 47, No. 8 ( 1982), p. 2280-2290
Abstract:
Acid-catalyzed intramolecular cyclization of 6,7-dihydroxy-3α,5-cyclo-6,7-seco-5α-androstan-17-one ( VII ), 5,7-dihydroxy-3,5-methylene-5,7-secoandrostan-17-one and 5,7-dihydroxy-3β,5-cyclo-5,7-seco-A-homo-5β-androstan-17-one ( XIII ) in benzene and dioxane was investigated. The main cyclization products were 3,5-methylene-6-oxaandrostan-17-one ( I ) and/or 3β,5-cyclo-6-oxa-A-homo-5β-androstan-17-one ( VIII ). In the case of VI and VII the ratio of I and VIII was solvent-dependent: in benzene more VIII was formed than in dioxane. The mass spectra of I and VIII were almost identical and corresponded to the structure VIII .
Type of Medium:
Online Resource
ISSN:
0010-0765
,
1212-6950
DOI:
10.1135/cccc19822280
Language:
English
Publisher:
Institute of Organic Chemistry & Biochemistry
Publication Date:
1982
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