Isomerization of 14-hydroxy-17-ketosteroids: New examples of two-centered inversion of the C/D ring fusion and X-ray diffraction structural analysis of d,ℓ-3-methoxy-14β-hydroxy-8β, 9α-estra-1,3,5(10)-trien-17-one
Document Type
Article
Language
eng
Publication Date
12-1991
Publisher
Springer
Source Publication
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science
Source ISSN
1066-5285
Abstract
d,ℓ-3-Methoxy-14β-hydroxy-8α,9β-estra-1,3,5(10)-trien-17-one (I) undergoes two-centered isomerization in alkaline medium to d,ℓ-3-methoxy-14β-hydroxy-8β,9α-estra-1, 3,5(10)-trien-17-one (II) in 70% yield. Under analogous conditions, natural isomer (II) is converted into synthetic isomer (I) in 20% yield. The crystalline and molecular structure of isomer (II) was established.
Recommended Citation
Dzhafarov, M. Kh.; Lindeman, Sergey; Struchkov, Yuri T.; Karamyan, Kh.; and Ananchenko, S. N., "Isomerization of 14-hydroxy-17-ketosteroids: New examples of two-centered inversion of the C/D ring fusion and X-ray diffraction structural analysis of d,ℓ-3-methoxy-14β-hydroxy-8β, 9α-estra-1,3,5(10)-trien-17-one" (1991). Chemistry Faculty Research and Publications. 718.
https://epublications.marquette.edu/chem_fac/718
Comments
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science, Vol. 40, No. 12 (December 1991): 2511-2515. DOI.
Sergey Lindeman was affiliated with A.N. Nesmeyanov Institute of Organoelement Compounds of the Academy of Sciences of the USSR at the time of publication.