Synthesis of robalzotan, ebalzotan, and rotigotine precursors via the stereoselective multienzymatic cascade reduction of α, β-unsaturated aldehydes

…, L Malpezzi, D Monti, F Parmeggiani…

Index: Brenna, Elisabetta; Gatti, Francesco G.; Malpezzi, Luciana; Monti, Daniela; Parmeggiani, Fabio; Sacchetti, Alessandro Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 4811 - 4822

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Citation Number: 20

Abstract

A stereoselective synthesis of bicyclic primary or secondary amines, based on tetralin or chroman structural moieties, is reported. These amines are precursors of important active pharmaceutical ingredients such as rotigotine (Neupro), robalzotan, and ebalzotan. The key step is based on a multienzymatic reduction of an α, β-unsaturated aldehyde or ketone to give the saturated primary or secondary alcohol, in a high yield and with a high ee. The ...