绿色合成N-Boc-3-氨基-1-丙醇

Green Synthesis of N-Boc-3-amino-1-propanol

  • 摘要: 有机合成设计的总目标是要求以廉价的原料、最短最合理的合成路线、最高的收率来合成目标分子。氨基官能团存在于很多有生理活性的化合物中,氨基的保护策略对合成工作者非常重要,尤其是选择性保护胺类化合物。该实验自制铜纳米颗粒,催化(Boc)2O选择性保护3-氨基-1-丙醇的氨基,高产率生成N-Boc-3-氨基-1-丙醇,而无副产物生成。实验引导本科生将化学选择性应用于设计绿色合成路线,与传统的Boc保护氨基相比,该实验具有催化剂可回收、无溶剂、常温搅拌、反应时间短、产率高等优点。

     

    Abstract: The overall goal of organic synthesis is to synthesize target molecules with cheap raw materials, the shortest and most reasonable synthetic route, and the highest yield. Amino functional groups exist in many physiologically active compounds. The protection strategy of amino groups is very important for the personnel conducting synthetic work, especially the selective protection of amine compounds. In this experiment, copper nanoparticles prepared by students are used to catalyze the selective protection of the amino group of 3-amino-1-propanol by (Boc)2O to prepare N-Boc-3-amino-1-propanol in high yield, and without by-products. The experiment guides undergraduates to apply chemical selectivity to the design of green synthetic route. Compared with the traditional method of using Boc to protect amino groups, this experiment has so many advantages, such as recyclable catalyst, solvent free, stirred at room temperature, short reaction time, and high yield.

     

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