Title

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 Chemcial 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.

Comments

Bulletin of the Academy of Sciences of the USSR, Division of Chemcial 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.

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