US 7,468,438 B2
Process for the semisynthesis of deserpidine
Gabriele Fontana, Milan (Italy); Ezio Bombardelli, Groppello Cairoli (Italy); Cristian Samori, Forli' (Italy); Eleonora Baldelli, Bologna (Italy); Andrea Guerrini, Bologna (Italy); Arturo Battaglia, Bologna (Italy); and Bruno Danieli, Milan (Italy)
Assigned to Indena S.p.A., Milan (Italy)
Appl. No. 10/593,651
PCT Filed Mar. 02, 2005, PCT No. PCT/EP2005/002190
§ 371(c)(1), (2), (4) Date Jun. 18, 2008,
PCT Pub. No. WO2005/095394, PCT Pub. Date Oct. 13, 2005.
Claims priority of application No. MI2004A0582 (IT), filed on Mar. 25, 2004.
Prior Publication US 2008/0242864 A1, Oct. 02, 2008
Int. Cl. C07D 459/00 (2006.01); C07D 491/22 (2006.01)
U.S. Cl. 546—55  [546/40] 9 Claims
 
1. A process for the preparation of deserpidine (Ia)

OG Complex Work Unit Drawing
comprising the following steps:
a) demethylation of reserpic acid lactone (II)

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 to give 11-O-demethyl reserpic acid lactone (III)

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b) conversion of compound (III) to deserpidic acid lactone (V)

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c) hydrolisis of deserpidic acid lactone (V) to methyl deserpidate (VI)

OG Complex Work Unit Drawing
d) esterification of methyl deserpidate (VI) with trimethoxybenzoic acid to give deserpidine (Ia).