Organic letters

Synthesis of the Marine Sponge Derived β2-Adrenoceptor Agonist S1319

RA Fairhurst, D Janus, A Lawrence

Index: Fairhurst, Robin A.; Janus, Diana; Lawrence, Annabel Organic Letters, 2005 , vol. 7, # 21 p. 4697 - 4700

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Citation Number: 16

Abstract

The marine sponge derived β2-adrenoceptor agonist S1319 has been synthesized following a six-step linear sequence. Central to the approach employed is the formation of a 7-lithiated- 2, 4-dialkoxybenzothiazole intermediate obtained via a directed-lithiation/benzyne-mediated cyclization reaction. The incorporation of a tert-butyl ether residue into the cyclization precursor for the pivotal ring-closing step has been shown to significantly increase the ...