S-[2,3-二(棕榈酰基氧基)丙基]-N-棕榈酰半胱氨酸合成工艺的改进

Improved Synthesis of S-[2,3-Bis(palmitoyloxy)propyl]-N-palmitoyl Cysteine

以胱氨酸为原料 ,经 N-酰化、还原、S-烃化及酯化等 6步反应得到 S- [2 ,3-二 (棕榈酰基氧基 )丙基 ]- N-棕榈酰半胱氨酸。其中还原反应用锌粉取代二硫苏糖醇 ,在二环己基碳二亚胺和二甲氨基吡啶条件下酯化 ,最后用三氟乙酸脱保护基得标题化合物。本法操作简单 ,总收率 18.3%。

S-[2,3-Bis(palmitoyloxy)propyl]-N-palmitoyl cysteine was synthesized from cystine by N-acylation, reduction with Zn dust instead of dithiothreitol, S-alkylation followed by esterification with palmitic acid in the presence of dicyclohexylcarbodiimide/dimethyl aminopyridine and then deprotection with trifluoroacetic acid. The overall yield was 18.3%.