1260587-49-2Relevant academic research and scientific papers
Synthesis method of (2S)-2-N-fluorenylmethoxycarbonyl amino-4-(3-chlorphenyl) butyric acid
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, (2021/06/12)
The invention relates to a synthesis method of (2S)-2-N-fluorenylmethoxycarbonylamino-4-(3-chlorphenyl) butyric acid. The method solves the technical problems that regioselective coupling synthesis of amino acid under catalysis of metal palladium, metal catalyst palladium acetate and silver acetate reagents are high in price, and literature reports that most synthesis routes are suitable for gram-level production and cannot be used for kilogram-level production, and the cost is high. The synthesis method comprises the following steps: (1) carrying out condensation reaction on 3-chlorophenethyl iodide and diphenylmethylene glycine methyl ester; (2) carrying out hydrolysis; (3) carrying out resolution by using (+)-diacetyl-D-tartaric acid; (4) hydrolyzing the component with lithium hydroxide; (5) carrying out a reaction with Fmoc-OSu. In the whole synthesis process, an intermediate and a target product do not need to be separated through a chromatographic column, raw materials are cheap, and purification is simple. The method disclosed by the invention is suitable for efficiently synthesizing (2S)-2-N-fluorenylmethoxycarbonyl amino-4-(3-chlorphenyl) butyric acid at low cost.
