Tetrahedron

Synthesis and conformational analysis of Substance P antagonist analogues based on a 1, 7-naphthyridine scaffold

…, J Van den Bossche, SM Toppet, F Compernolle…

Index: Rombouts, Frederik J.R.; Van Den Bossche, Jeroen; Toppet, Suzanne M.; Compernolle, Frans; Hoornaert, Georges J. Tetrahedron, 2003 , vol. 59, # 26 p. 4721 - 4731

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Citation Number: 8

Abstract

Two analogues of formerly described piperidine-based Substance P antagonists have been synthesised using an intramolecular Diels–Alder reaction of 1-(4-pentenyl)-3-phenyl-2 (1H)- pyrazinones, followed by acidic methanolysis of the strained adducts to form the 8-oxo-6- phenyldecahydro [1, 7]-naphthyridine-6-carboxylate esters and further conversion to the corresponding O-benzyl substituted 6-(hydroxymethyl) target compounds. Conformational ...