Study on Synthesis of (S)-methyl 2-(2, 2, 5, 5-tetramethyl-1, 3-dioxolan-4-yl)thiazole-4-carboxylic acid methyl ester

摘要

(S)-methyl 2-(2, 2, 5, 5-tetramethyl-1, 3-dioxolan-4-yl)thiazole-4-carboxylic acid methyl ester, the unit containing thiazole of a cyclic depsipeptide Lyngbyabellin A which exhibited moderate cytotoxicity against KB and LoVo cells, was synthesized from methyl 3, 3-dimethylacrylate in overall yield 13.8% through nine steps, including asymmetric dihydroxylation, 2, 2-dimethoxypropane protection, saponification, coupling reaction, sulphonation, diazotization, cyclization, oxidation, and so on.