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3-氨基-2-羟基-4-苯基丁酸的合成
Synthesis of 3-Amino-2-hydroxy-4-phenylbutanoic Acid
【Abstract】 Amino-2-hydroxy-4-phenylbutanoic acid(compound 3), the key intermediate for the synthesis of Bestatin, was prepared via substitution, condensation and reduction in an overall yield of about 47.8%. The reaction of nitromethane with benzyl bromide in the presence of sodium ethoxide gave a 82% yield of 1-nitro-2-phenylethane(compound 1). The condensation of compound 1 with glyoxylic acid monohydrate in sodium ethoxide/ethanol afforded a 72% yield of 3-nitro-2-hydroxy-4-phenylbutyric acid(compound 2), which was hydrogenated to compound 3 with a 81% yield in acetic acid in the presence of Pd/C. All the compounds were characterized by 1H NMR, IR and elemental analysis.
【基金】 江西省教育厅科技项目(赣财教[2003]73号)资助
- 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2005年02期
- 【分类号】O625
- 【被引频次】2
- 【下载频次】373