生物素手性中间体的合成

Preparation of the Chiral Intermediate for(+)-Biotin Synthesis

以L-半胱氨酸与苯甲醛为起始原料,缩合生成(4R)-2-苯基四氢噻唑-4-羧酸(2),甲酯化制得(4R)-2-苯基四氢噻唑-4-甲酸甲酯(3),然后与三光气和苄胺反应合成乙内酰脲(1),三步反应总收率87%,目标产物和中间体的结构均经1H NMR、13C NMR、IR和MS表征确认。此法绿色环保、成本较低,适合工业化生产。

（4R）-2-Phenylthiazolidine-4-carboxylic acid （2） was prepared from L-cysteine and benzaldehyde. Esterification of compound 2 produced （ 4R ） -methyl-2-phenylthiazolidine-4-carboxylate （3）. Then hydantoin （ 1 ） was obtained through the reaction of compound 3 with triphosgene and benzylamine. The total yield of the three steps is approximately 87%. The structures of compounds 1 - 3 were characterized by 1H NMR, 13C NMR, IR and MS. This method is environmentally friendly, lower cost, and suitable for industrial production.