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Synthesis of androstane derivatives fused with polyheterocycles at the D ring

Alexander Vladimirovich Komkov 1
Alexander Vladimirovich Komkov
, 
Leonid Gennad'evich Menchikov 1
Leonid Gennad'evich Menchikov
, 
Andrey Sergeevich Dmitrenok 1
Andrey Sergeevich Dmitrenok
, 
Igor Viktorovich Zavarzin 1
Igor Viktorovich Zavarzin
10.1016/j.mencom.2023.10.014
Published 2023-10-18
Communication , Volume 33, Issue 6, 782-783
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Komkov A. V. et al. Synthesis of androstane derivatives fused with polyheterocycles at the D ring // Mendeleev Communications. 2023. Vol. 33. No. 6. pp. 782-783.
GOST all authors (up to 50) Copy
Komkov A. V., Menchikov L. G., Dmitrenok A. S., Zavarzin I. V. Synthesis of androstane derivatives fused with polyheterocycles at the D ring // Mendeleev Communications. 2023. Vol. 33. No. 6. pp. 782-783.
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TY - JOUR
DO - 10.1016/j.mencom.2023.10.014
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.10.014
TI - Synthesis of androstane derivatives fused with polyheterocycles at the D ring
T2 - Mendeleev Communications
AU - Komkov, Alexander Vladimirovich
AU - Menchikov, Leonid Gennad'evich
AU - Dmitrenok, Andrey Sergeevich
AU - Zavarzin, Igor Viktorovich
PY - 2023
DA - 2023/10/18
PB - Mendeleev Communications
SP - 782-783
IS - 6
VL - 33
ER -
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@article{2023_Komkov,
author = {Alexander Vladimirovich Komkov and Leonid Gennad'evich Menchikov and Andrey Sergeevich Dmitrenok and Igor Viktorovich Zavarzin},
title = {Synthesis of androstane derivatives fused with polyheterocycles at the D ring},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.10.014},
number = {6},
pages = {782--783},
doi = {10.1016/j.mencom.2023.10.014}
}
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Komkov, Alexander Vladimirovich, et al. “Synthesis of androstane derivatives fused with polyheterocycles at the D ring.” Mendeleev Communications, vol. 33, no. 6, Oct. 2023, pp. 782-783. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.10.014.

Keywords

[1
1
16α-17α-epoxypregn-5-en-20-one
2
2a
3-thia-1
4]triazolopyrimidines
7
7b-tetraazacyclopenta[cd]indene-2-thione
8
8b-tetraazaacenaphthylene
androstane D ring
fused heterocycles
heterocyclization.

Abstract

An unusual reaction of 16α,17α-epoxypregn-5-en-20-one with 3-amino-5-mercapto-1,2,4-triazole is accompanied by the heterocyclization involving epoxy ring opening and results in a mixture of new androstane derivatives fused with polyheterocycles at the D ring. Such polyheterocycles belong to 3-thia-1,2,8,8b-tetraazaacenaphthylene and 1,2a,7,7b-tetraazacyclopenta[cd]indene-2-thione families incorporating isomeric [1,2,4]triazolopyrimidine systems

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