Development of the synthetic route to 5-hydroxymethyl tolterodine, a key synthetic intermediate of Toviaz, via an organic solvent-free Rh-catalyzed asymmetric 1,4-addition

Organic & Biomolecular Chemistry 2026

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Authors: Aki Hirasawa, Hiroki Shibata, Gaku Okamoto, Toshihide Takemoto, Katayama Takeaki, Toshiyuki Oshiki, Toshinobu Korenaga
DOI: 10.1039/d5ob01887k
Cited by: 0
References: 28

Abstract

A synthetic route to Toviaz (fesoterodine fumarate) and its key intermediate 5-hydroxymethyl tolterodine (5-HMT) was markedly improved by employing an organic solvent-free rhodium-catalyzed asymmetric 1,4-addition. Under these conditions, the reactivity depended strongly on the substrates' melting points, even though the reaction temperature was more than 20 °C below them.

Fields of Study & Subjects

Asymmetric Synthesis and Catalysis Asymmetric Hydrogenation and Catalysis Cyclopropane Reaction Mechanisms

Publication details

Journal / source
Organic & Biomolecular Chemistry
Volume
24
Issue
10
Pages
2013–2017
Publication date
1 January 2026
Language
EN