Synthesis of 1,3-benzodioxol-5-ethanol and Its Derivatives

摘要

It has been reported that resveratrol can enhance Sirt1 expression and has the activation effect on the proteins related to insulin signaling. It can also ameliorate insulin tolerance in order to achieve the function of preventing and curing diabetes. In this work, we designed a new series of analogs related to the structure of resveratrol such as 1,3-benzodioxol-5-ethanol, which is synthesized from 1,3-benzodioxole by the reactions of Friedel-Crafts reaction, Wolff-Kishner-Huang and reduction. In addition, seven new 1,3-benzodioxol-5-ethanol derivatives were obtained through esterification with different substituents of organic acid. All compounds were characterized by ~1H-NMR. Yields of derivatives are from 13.2 to 78.8 %.