Practical routes to the triarylsulfonyl chloride intermediate of a β 3 adrenergic receptor agonist
N Ikemoto, J Liu, KMJ Brands, JM McNamara…
Index: Ikemoto, Norihiro; Liu, Jinchu; Brands, Karel M.J.; McNamara, James M.; Reider, Paul J. Tetrahedron, 2003 , vol. 59, # 8 p. 1317 - 1325
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Citation Number: 27
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 ...
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