Synthesis of a B-homo-6-azaandrost-4-ene-3-one as a novel steroidal 5α-reductase inhibitor

The preparation of a B-ring homologated analog of 17β-N,N-diethylcarboxy-6-azaandrost-4-ene-3-one, a potent inhibitor of type 2 steroidal 5α-reductase, is described. Synthesis of B-homo steroid 2 from known 1 is described in 8 steps

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Bibliographic Details
Published inTetrahedron letters Vol. 35; no. 18; pp. 2823 - 2826
Main Authors Maloney, Patrick R., Fang, Francis G.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 02.05.1994
Elsevier
Subjects
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Chemistry, Organic
Exact sciences and technology
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
Steroids
BENIGN PROSTATIC HYPERPLASIA
RAT
Steroid
Nitrogen heterocycle
Enzyme inhibitor
Carboxamide
Tetracyclic compound
Oxidoreductases
Secondary alcohol
Enone
Biological activity
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Summary:The preparation of a B-ring homologated analog of 17β-N,N-diethylcarboxy-6-azaandrost-4-ene-3-one, a potent inhibitor of type 2 steroidal 5α-reductase, is described. Synthesis of B-homo steroid 2 from known 1 is described in 8 steps
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)76634-2