20(S)-9-硝基喜树碱的合成

Synthesis of 20(S)-9-Nitro-camptothecin

介绍了一种以无机硝酸盐为硝化剂、喜树碱为原料、浓硫酸为溶剂合成9?硝基喜树碱(9?NC)的新方法.在此硝化反应体系中,合成9?NC的最佳工艺条件为喜树碱0.5g,浓硫酸40mL,?NO3?0.007mol,KNO3/Sr(NO3)2为1:1.在冰盐浴下反应4h,再于40℃下反应1d得到9?NC初产物,经柱层析后,产品收率为41.1%,9?NC纯度98.8%(ω),均高于文献值.

A new method for synthesizing 20（S）-9-Nitro-camptothecin was proposed by using inorganic nitrates as nitration reagents, camptothecin as the raw material, and concentrated sulfuric acid as solvent. The best reaction conditions were： camptothecin 0.5 g, concentrated sulfuric acid 40 mL, -NO3^- 0.007 mol, and KNO3/Sr（NO3）2 1：1 （molar ratio）. The nitration procedure was carried out in ice-salt bath for 4 h and then at 40 ℃ for 1 d. The crude nitration products were purified by column chromatography. The total yield of nitration products was 41.1% （40% in the literature） with 98.8% （98% in the literature） purity for 9-NC.