2-酰基-4-酯基取代噻唑天然骨架的绿色仿生制备

New Environmental Benign Approach and Biomimetic Preparation for Natural Scaffold of 2-acyl-thiazole-4-carboxylate

2-酰基-4-酯基取代噻唑为具有抗癌活性的Tubulysin、ITE以及除藻活性优良的结构类似物Bacillamide家族核心骨架,经典合成方案路线繁琐,条件相对苛刻,收率低。本文结合最新生源路径,仿生改进关键氧化脱氢步骤,高效率制备该类型中间体,并且初步阐明相应机理,为其工业化生产提供新颖策略。

2-acyl-thiazole-4-carboxylates are the key scaffolds in natural tubulysin and ITE families with excellent anti-tumor activity,along with bacillamides as potential algaecides.Various classical designs were carried out for their synthesis instead of rare natural resources,which were restricted by the complicated routes with low yields under relatively harsh conditions.An environmental benign approach was achieved for biomimetic preparation of the crucial skeleton.This article combines the latest source pathway,biomimetic improvement of key oxidative dehydrogenation steps,efficient preparation of this type of intermediate,and preliminary elucidation of the corresponding mechanism,providing novel strategies for its industrial production.