Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist
Тип публикации: Journal Article
Дата публикации: 2003-02-01
scimago Q3
wos Q2
БС2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
A β3 adrenergic receptor agonist was prepared on a multi-kilogram scale in high yield and purity via a convergent synthesis. A key intermediate in this synthesis was an arylthiazolylbenzenesulfonyl chloride. The triaryl segment of this sulfonyl chloride was assembled at the thiazole ring via coupling of α-haloketone and thiobenzamide precursors (Hantzsch synthesis). Three strategies for introducing the para-sulfonyl chloride moiety were developed and evaluated. The sulfonation/chlorination and diazotization/chlorosulfonylation routes were found the most efficient.
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Ikemoto N. et al. Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist // Tetrahedron. 2003. Vol. 59. No. 8. pp. 1317-1325.
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Ikemoto N., Liu J., Brands K. M., McNAMARA J. A., Reider P. J. Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist // Tetrahedron. 2003. Vol. 59. No. 8. pp. 1317-1325.
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TY - JOUR
DO - 10.1016/s0040-4020(03)00018-8
UR - https://doi.org/10.1016/s0040-4020(03)00018-8
TI - Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist
T2 - Tetrahedron
AU - Ikemoto, Norihiro
AU - Liu, Jinchu
AU - Brands, Karel M.J.
AU - McNAMARA, JAMES A.
AU - Reider, Paul J
PY - 2003
DA - 2003/02/01
PB - Elsevier
SP - 1317-1325
IS - 8
VL - 59
SN - 0040-4020
SN - 1464-5416
ER -
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@article{2003_Ikemoto,
author = {Norihiro Ikemoto and Jinchu Liu and Karel M.J. Brands and JAMES A. McNAMARA and Paul J Reider},
title = {Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist},
journal = {Tetrahedron},
year = {2003},
volume = {59},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/s0040-4020(03)00018-8},
number = {8},
pages = {1317--1325},
doi = {10.1016/s0040-4020(03)00018-8}
}
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MLA
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Ikemoto, Norihiro, et al. “Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist.” Tetrahedron, vol. 59, no. 8, Feb. 2003, pp. 1317-1325. https://doi.org/10.1016/s0040-4020(03)00018-8.