(±)-2-氨基-3-亚甲基戊酸盐酸盐的全合成

Total Synthesis of (±)-2-Amino-3-methylene Pentanoic Acid Hydrochloride

摘要:

(±)-2-氨基-3-亚甲基戊酸盐酸盐是一种具有生物活性的天然产物，该文以丝氨酸为原料，经过Grignard反应、氧化反应、Wittig反应、Jones氧化等单元反应，合成(±)-2-氨基-3-亚甲基戊酸盐酸盐，总收率为39%。同时考察并优化了氧化反应、Grignard反应和Wittig反应的工艺条件。该合成方法也适用于β取代的β,γ-不饱和α-氨基酸的合成。

Abstract:

(±)-2-Amino-3-methylene pentanoic acid hydrochloride is a biologically active natural product，which was synthesized via Grignard reaction，oxidation，Grignard reaction，Wittig reaction etc unit reaction using serine as the raw material. Finally，the target compound was obtained in ten steps with an overall yield of 39%. The reaction conditions of oxidation，Grignard reaction and Wittig reaction were optimized. The improved process can be used to the synthesis of β-substituted vinylglycine analogues.