Development of a Manufacturing Process for Zatosetron Maleate

Development of a Manufacturing Process for Zatosetron Maleate

Zatosetron maleate is a potent, selective 5-hydroxytryptamine receptor antagonist. In anticipation of commercialization, a manufacturing synthesis of zatosetron from tropinone and 5-chlorosalicylic acid was developed. Development efforts focused on addressing several key issues including the supply...

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Veröffentlicht in:Organic process research & development 1997-05, Vol.1 (3), p.198-210
Hauptverfasser: Burks, John E, Espinosa, Leandro, LaBell, Elizabeth S, McGill, John M, Ritter, Allen R, Speakman, Jeffery L, Williams, MaryAnne, Bradley, David A, Haehl, Moira G, Schmid, Christopher R
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container_end_page 210
container_issue 3
container_start_page 198
container_title Organic process research & development
container_volume 1
creator Burks, John E
Espinosa, Leandro
LaBell, Elizabeth S
McGill, John M
Ritter, Allen R
Speakman, Jeffery L
Williams, MaryAnne
Bradley, David A
Haehl, Moira G
Schmid, Christopher R
description Zatosetron maleate is a potent, selective 5-hydroxytryptamine receptor antagonist. In anticipation of commercialization, a manufacturing synthesis of zatosetron from tropinone and 5-chlorosalicylic acid was developed. Development efforts focused on addressing several key issues including the supply and quality of the critical raw material tropinone, improvements in the stereoselective formation of 3-endo-tropanamine, and the compatibility with existing manufacturing capabilities of process requirements for the Claisen rearrangement used to produce a crucial benzofuran intermediate. The results of these studies and an improved route to zatosetron maleate are described.
doi_str_mv 10.1021/op970101q
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title Development of a Manufacturing Process for Zatosetron Maleate
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