A convergent asymmetric synthesis of a growth hormone secretagogue

…, T Liu, R Purick, J Lynch, FW Hartner, RP Volante

Index: Zheng, Nan; Armstrong III, Joseph D.; Eng, Kan K.; Keller, Jennifer; Liu, Tom; Purick, Robert; Lynch, Joseph; Hartner, Frederick W.; Volante Tetrahedron Asymmetry, 2003 , vol. 14, # 22 p. 3435 - 3446

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Citation Number: 13

Abstract

Described herein is a convergent asymmetric synthesis of growth hormone secretagogue (GHS) suitable for large-scale preparations. Key features include:(1) an improved method for α-iodination of a lactam;(2) a novel synthesis of a disubstituted urea using Ti (Oi-Pr) 4 and NaBH4;(3) construction of biphenyl ureas via an unprecedented Suzuki coupling;(4) an in situ mesylation/N-alkylation of a benzolactam.