洛匹那韦的合成

Synthesis of lopinavir

目的研究抗病毒药物洛匹那韦的合成。方法以(2S,3S,5S)-5-(叔丁氧羰基)氨基-2-氨基-3-羟基-1,6-二苯基己烷为起始原料,与2,6-二甲基苯氧乙酸经肽键缩合、脱保护、最终与(2S)-(1-四氢嘧啶-2-酮)-3-甲基丁酸再经肽键缩合制备目标产物洛匹那韦。结果三步合成了目标产物洛匹那韦,以BDC计,总收率为50.7%,通过1H-NMR、MS、确定了结构。结论该方法简单,后处理方便,副产物较少,适合工业化生产。

Objective To prepare antiviral drugs lopinavir. Methods Lopinavir was synthesized from （ 2S, 3S, 5 S） -5-tert-Butyloxycar- bonylamino-2-amino-3-hydroxy-1,6-diphenylhexane reaction with 2,6-Dimethylphenoxyacetic acid by condensation deprotection,which was subjected to condensation with （2S） -（ 1-Tetrahydropyramid-2-one）-3-methylbutanoic acid. Results The target product was synthe- sized via three-step procedure starting from BDC in a total yield of 50.7% and its structure was confirmed by 1 H-NMR, ESI-MS. Conclu- sions The method of preparation is much easier to perform,with simple work-up and fewer by-products. It is suitable for industrial pro-