摘要
10-羟基喜树碱首先在N,N-二甲基甲酰胺(DMF)中经N-溴代丁二酰亚胺(NBS)溴代得到9-溴-10-羟基喜树碱,9-溴-10-羟基喜树碱和氯甲酸乙酯反应得到9-溴-10-羟基喜树碱-10,20-双乙氧基碳酸酯(6).化合物6和烯丙基三正丁基锡通过Stille偶联反应[9]得到关键中间体7,最后水解化合物7得到目标化合物.通过柱层析纯化得到纯度大于99.8%,单杂小于0.1%的吉咪替康(HPLC).所有中间体及目标产物经1HNMR,13CNMR,LRMS,HRMS表征确证.
10-Hydroxy-camptothecin （2） was treated with N-bromosuccinimide （NBS） in N,N-dimethyl- formamide （DMF） to give bromide 5. The protection of the hydroxyl groups of bromide 5 with ethyl chloroformate afforded 6, which was reacted with allyltri-n-butyltin via Stille coupling reaction to give the coupling product 7. Subsequently, compound 7 was hydrolyzed to give the target compound. Purification via column chromatography on silica gel gave chimmitecan with more than 99.8% purity and with single impurity less than 0.1%. Structures of all compounds were confirmed by ^1H NMR, ^13C NMR, LRMS and HRMS techniques.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2010年第2期311-313,共3页
Chinese Journal of Organic Chemistry
基金
新世纪优秀人才支持计划(NECT)资助项目
