A practical synthesis of 5??(chloromethyl) furo [2, 3??b] pyridine, a key intermediate for the HIV protease inhibitor, L??754,394

…, JR Nelson, PJ Reider, K Rossen…

Index: Bhupathy; Conlon; Wells; Nelson; Reider; Rossen; Sager; Volante; Dorsey; Hoffman Jr.; Joseph; McDaniel Journal of Heterocyclic Chemistry, 1995 , vol. 32, # 4 p. 1283 - 1287

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Citation Number: 32

Abstract

Abstract A practical synthesis of 5-(chloromethyl) furo [2, 3-b] pyridine (10), the side chain used to incorporate a key pharmacophore of the HIV protease inhibitor, L-754,394, is described. The synthesis was accomplished in ten steps and in 15% overall yield from commercially available methyl 2-furoate.