Tetrahedron

Construction of 3-arylpropylamines using Heck arylations. The total synthesis of cinacalcet hydrochloride, alverine, and tolpropamine

P Prediger, AR da Silva, CRD Correia

Index: Prediger, Patricia; Da Silva, Allan Ribeiro; Correia, Carlos Roque Duarte Tetrahedron, 2014 , vol. 70, # 20 p. 3333 - 3341

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Citation Number: 12

Abstract

Abstract New synthetic routes toward the commercial drugs cinacalcet hydrochloride, alverine, and tolpropamine were developed using a Heck–Matsuda arylation as the key- step. Several reaction conditions were evaluated for the Heck–Matsuda reaction using allylamine derivatives and arenediazonium salts. For cinacalcet hydrochloride, N- formylamide provided the best result, furnishing the synthetic target in a very high overall ...

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