脱氧熊果苷的合成

Synthesis of Deoxyarbutin

该文以对苯二酚和乙酰氯为原料,通过乙酰氯单保护,然后与3,4-二氢吡喃反应生成四氢吡喃醚,最后利用硼酸钠脱乙酰基得到脱氧熊果苷。将该合成路线中的反应时间、催化剂用量、物料比等影响因素进行优化,优化后3步产率分别为83.4%,83.9%,80.4%,3步总收率为56.3%,约为已报道的收率的2.5倍。该路线反应条件简单,在常温常压下进行,3步使用的催化剂分别为硫酸氢钠、对甲基苯磺酸吡啶盐以及硼酸钠,都是一些常见的无毒盐。

Deoxyarbutin is synthesized by deacetylation of 2-[（4-acetyloxy）]tetrahydropyran, with the sodium borate, which is an intermediate obtained by condensation of 3,4-dihydropyran and monoacetyhydroquinone. Meanwhile, optimisations have been made with yields of 83.4%, 83.9% and 80.4% for each step , and a total yield of 56.3%, which is about 2.5 times of previous result. The procedure of the recent route is performed easily at room temperature, under the presence of common salts（sodium hydrogen sulfate,PPTs,and sodium borate for each step） used as catalysts.