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N-Methylation of the C3' Amide of Taxanes: Synthesis of N-Methyltaxol C and N-Methylpaclitaxel.

  作者 Santhapuram, Hari K. R.;Datta, Apurba;Hutt, Oliver E.;Georg, Gunda I.;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-12;  页码  4705-4708  
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[摘要]A method has been developed for the methylation of the C3' amide of taxol C and paclitaxel. Taxol C and paclitaxel were sequentially silylated at the 2', 7, and 1-hydroxyl groups with tert-butyldimethylsilyl chloride, triethylsilyl chloride, and dimethylsilyl chloride, resp. Subsequent reaction with potassium tert-butoxide and Me iodide provided the corresponding N-methylated taxane derivs. Removal of the silyl protecting groups furnished N-methyltaxol C and N-methylpaclitaxel.

 
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