Tetrahedron letters

Convergent, short synthesis of the muscarinic superagonist iperoxo

J Kloeckner, J Schmitz, U Holzgrabe

Index: Kloeckner, Jessica; Schmitz, Jens; Holzgrabe, Ulrike Tetrahedron Letters, 2010 , vol. 51, # 27 p. 3470 - 3472

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Citation Number: 15

Abstract

Up to now the availability of iperoxo, an important superagonist of the muscarinic acetylcholine receptors, was limited because the synthesis of its precursor, the iperoxo base, was characterized by low yields, laborious chromatography and low reproducibility. Here we report a robust convergent three-step synthesis by means of a Mannich reaction and nucleophilic substitution at the 3-nitro-Δ2-isoxazoline. The new route combines short ...

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