Tetrahedron

Synthesis of SMP-797: a new potent ACAT inhibitor

H Ban, M Muraoka, N Ohashi

Index: Ban, Hitoshi; Muraoka, Masami; Ohashi, Naohito Tetrahedron, 2005 , vol. 61, # 42 p. 10081 - 10092

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Citation Number: 12

Abstract

A potent ACAT (acyl-CoA: cholesterol acyltransferase) inhibitor SMP-797 was effectively synthesized by the urea formation of 3-amino-4-aryl-1, 8-naphthyridin-2 (1H)-one and 4- amino-2, 6-diisopropylamine. The synthesis of the former compound involved the Suzuki coupling reaction as a key step, and the latter was prepared by the 4-selective nitration of 2, 6-diisopropylaniline using 2, 3, 5, 6-tetrabromo-4-methyl-4-nitro-2, 5-cyclohexadienone.