(-)-7-羟基-3-羰基-6-[4-苯氧基-3-羟基-1-(E)-丁烯基]-2-氧杂二环[3,3,0]辛烷合成工艺的改进

Improvement on the synthetic technology of(-)-7-hydroxy-3-oxo-6-[4-phenoxy-3-hydroxy-1-(E)-butenyl]-2-oxabicyclo[3,3,0]octane

目的改进磺前列酮中间体 3 (S) 烯醇化合物的合成工艺。方法以双羟化合物为起始原料经硅醚化、选择性氧化、Wittig Horner反应、水解及立体还原得到 3 (S) 烯醇化合物。 结果制备得到目标化合物 ,总收率 1 1 %。结论改进后的合成方法操作简便、易于掌握、反应条件温和、更加适合工业化生产。

Aim To synthesize the title compound,a key intermediate for the synthesis of sulprostone,and modify its synthetic technology. Methods The 3( S )-enol compound was prepared from diols-lactone compound by the trimethylsilyl etherification,selective oxidation,Wittig-Horner reaction,hydrolysis and stereospecific reduction. Results The 3( S )-enol compound was synthesized in the total yield 11%. Conclusion The modified technology is simpler,more moderate and suitable for industrial production.