Synthesis of <i>N</i>-Methylamino Acid Derivatives from Amino Acid Derivatives using Sodium Hydride/Methyl Iodide
作者:John R. Coggins、N. Leo Benoiton
DOI:10.1139/v71-317
日期:1971.6.1
N-acetyl-, N-benzoyl-, and N-carbobenzoxy derivatives of aliphatic amino acids with sodium hydride/methyl iodide in tetrahydrofuran containing dimethylformamide at 80° gave the corresponding N-methylamino acid methyl esters as oils in high yields. Saponification of these gave the N-protected-N-methylamino acids, and decarbobenzoxylation gave the N-methylamino acid methyl ester hydrobomides. The products are
脂肪族氨基酸的 N-乙酰基-、N-苯甲酰基-和 N-羧基苯甲氧基衍生物与氢化钠/碘甲烷在含有二甲基甲酰胺的四氢呋喃中于 80°反应,以高产率得到相应的 N-甲基氨基酸甲酯,为油状。这些的皂化得到N-保护的-N-甲基氨基酸,脱羧基化得到N-甲基氨基酸甲酯氢硼化物。产品基本上是光学纯的,不含未甲基化的氨基酸衍生物。