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A novel procedure for the aromatization of ring a in 19-nortestosterone

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1977
Authors
Mihalilović, M.Lj.
Foršek, Jože
Lorenc, Ljubinka B.
Article (Published version)
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Abstract
A convenient, 40% overall yield synthesis of 2,3,17β-triacetoxy-1,3,5(10)-estratriene is described, which involves epoxidation of 19-nortestosterone and subsequent acetylation, lead tetra-acetate acetoxylation of the so-formed 17β-acetoxy-4β,5-epoxy-5β-estran-3-one, and aromatization of ring A, by means of acidic alumina, of the resulting 2α and 2β epimers of 2,17β-diacetoxy-4β,5-epoxy-5β-estran-3-one.
Keywords:
aromatization of ring / acetylation / acidic alumina
Source:
Tetrahedron, 1977, 33, 2, 235-237
Publisher:
  • Elsevier
Funding / projects:
  • The Research Fund of the Republic of Serbia
  • The Serbian Academy of Sciences and Arts

DOI: 10.1016/0040-4020(77)80132-4

ISSN: 0040-4020; 1464-5416

Scopus: 2-s2.0-0344203618
[ Google Scholar ]
9
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/4581
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Mihalilović, M.Lj.
AU  - Foršek, Jože
AU  - Lorenc, Ljubinka B.
PY  - 1977
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4581
AB  - A convenient, 40% overall yield synthesis of 2,3,17β-triacetoxy-1,3,5(10)-estratriene is described, which involves epoxidation of 19-nortestosterone and subsequent acetylation, lead tetra-acetate acetoxylation of the so-formed 17β-acetoxy-4β,5-epoxy-5β-estran-3-one, and aromatization of ring A, by means of acidic alumina, of the resulting 2α and 2β epimers of 2,17β-diacetoxy-4β,5-epoxy-5β-estran-3-one.
PB  - Elsevier
T2  - Tetrahedron
T1  - A novel procedure for the aromatization of ring a in 19-nortestosterone
VL  - 33
IS  - 2
SP  - 235
EP  - 237
DO  - 10.1016/0040-4020(77)80132-4
ER  - 
@article{
author = "Mihalilović, M.Lj. and Foršek, Jože and Lorenc, Ljubinka B.",
year = "1977",
abstract = "A convenient, 40% overall yield synthesis of 2,3,17β-triacetoxy-1,3,5(10)-estratriene is described, which involves epoxidation of 19-nortestosterone and subsequent acetylation, lead tetra-acetate acetoxylation of the so-formed 17β-acetoxy-4β,5-epoxy-5β-estran-3-one, and aromatization of ring A, by means of acidic alumina, of the resulting 2α and 2β epimers of 2,17β-diacetoxy-4β,5-epoxy-5β-estran-3-one.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "A novel procedure for the aromatization of ring a in 19-nortestosterone",
volume = "33",
number = "2",
pages = "235-237",
doi = "10.1016/0040-4020(77)80132-4"
}
Mihalilović, M.Lj., Foršek, J.,& Lorenc, L. B.. (1977). A novel procedure for the aromatization of ring a in 19-nortestosterone. in Tetrahedron
Elsevier., 33(2), 235-237.
https://doi.org/10.1016/0040-4020(77)80132-4
Mihalilović M, Foršek J, Lorenc LB. A novel procedure for the aromatization of ring a in 19-nortestosterone. in Tetrahedron. 1977;33(2):235-237.
doi:10.1016/0040-4020(77)80132-4 .
Mihalilović, M.Lj., Foršek, Jože, Lorenc, Ljubinka B., "A novel procedure for the aromatization of ring a in 19-nortestosterone" in Tetrahedron, 33, no. 2 (1977):235-237,
https://doi.org/10.1016/0040-4020(77)80132-4 . .

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