An alternative route to N α-methylamino acid derivatives: Synthesis and conformation of some N α-acetyl-N α-methylamino acid methylamides

J Hlaváček, I Frič, M Buděšínský…

Index: Hlavacek, Jan; Fric, Ivo; Budesinsky, Milos; Blaha, Karel Collection of Czechoslovak Chemical Communications, 1988 , vol. 53, # 11A p. 2473 - 2494

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Citation Number: 5

Abstract

Abstract The methylation of tert-butyl-or isopropyl-esters of N α-4-toluenesulfonyl-amino acids by dimethylsulfate in aqueous alkaline solution in the presence of a detergent gives the corresponding N α-methylderivatives. Using this synthetic route the N α-acetylderivatives of MeAla, MeLeu, MeOrn and MePhe methylamides have been prepared and the solution conformation of these dipeptide units has been investigated. 1 H and 13 C NMR spectra ...