Practical routes to the triarylsulfonyl chloride intermediate of a β3 adrenergic receptor agonist
1
Department of Process Research, Merck and Co. Inc., R800-C267, P.O. Box 2000, Rahway, NJ 07065-0900, USA
|
Publication type: Journal Article
Publication date: 2003-02-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
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.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
|
|
|
Chemistry - A European Journal
3 publications, 13.04%
|
|
|
Chemical Reviews
2 publications, 8.7%
|
|
|
Journal of Medicinal Chemistry
2 publications, 8.7%
|
|
|
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
1 publication, 4.35%
|
|
|
Bioorganic and Medicinal Chemistry
1 publication, 4.35%
|
|
|
Tetrahedron
1 publication, 4.35%
|
|
|
Journal of Heterocyclic Chemistry
1 publication, 4.35%
|
|
|
ChemMedChem
1 publication, 4.35%
|
|
|
Journal of Organic Chemistry
1 publication, 4.35%
|
|
|
Organic and Biomolecular Chemistry
1 publication, 4.35%
|
|
|
Journal of Sulfur Chemistry
1 publication, 4.35%
|
|
|
Heterocycles
1 publication, 4.35%
|
|
|
Progress in Heterocyclic Chemistry
1 publication, 4.35%
|
|
|
Acta Crystallographica Section E Structure Reports Online
1 publication, 4.35%
|
|
|
Russian Chemical Reviews
1 publication, 4.35%
|
|
|
1
2
3
|
Publishers
|
1
2
3
4
5
6
|
|
|
Wiley
6 publications, 26.09%
|
|
|
American Chemical Society (ACS)
5 publications, 21.74%
|
|
|
Elsevier
4 publications, 17.39%
|
|
|
The Society of Synthetic Organic Chemistry, Japan
1 publication, 4.35%
|
|
|
Royal Society of Chemistry (RSC)
1 publication, 4.35%
|
|
|
Taylor & Francis
1 publication, 4.35%
|
|
|
The Japan Institute of Heterocyclic Chemistry
1 publication, 4.35%
|
|
|
International Union of Crystallography (IUCr)
1 publication, 4.35%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 4.35%
|
|
|
1
2
3
4
5
6
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
23
Total citations:
23
Citations from 2024:
1
(4.35%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
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.
GOST all authors (up to 50)
Copy
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.
Cite this
RIS
Copy
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 -
Cite this
BibTex (up to 50 authors)
Copy
@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}
}
Cite this
MLA
Copy
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.