新产品编号:1686921
Chemical Name: 3'-N-(Cyclopenten-1-ylcarbonyl)-3'-N-debenzoylpaclitaxel
项目整合开发状态: Preclinical
项目研究机构: Korea Inst. Sci. Technol. (Originator)
合成路线:The condensation of trichloroacetyl-baccatin III (I) with the oxazolidine (II) by means of DCC in toluene gives the acylated baccatin (III),which is hydrolyzed with conc.HCl yielding the N-debenzoylated taxol (IV).The acylation of the free amino group of (IV) with 1-pentenylcarbonyl chloride (V) in pyridine affords the trichloroacetylated target compound (V),which is finally deprotected with ammonium acetate in MeOH/THF.
📌 参考资料/链接：
参考文献标题:Synthesis and biology of 3'-N-acyl-N-debenzoylpaclitaxel analogues
文献作者:Roh,E.J.; Song,C.E.; Kim,D.; Pae,H.O.; Chung,H.T.; Lee,K.S.; Chai,K.B.; Lee,C.O.; Choi,S.U.
参考来源:Bioorg Med Chem 1999,7(9),2115
📄 详细内容
合成路线:The condensation of trichloroacetyl-baccatin III (I) with the oxazolidine (II) by means of DCC in toluene gives the acylated baccatin (III),which is hydrolyzed with conc.HCl yielding the N-debenzoylated taxol (IV).The acylation of the free amino group of (IV) with 1-pentenylcarbonyl chloride (V) in pyridine affords the trichloroacetylated target compound (V),which is finally deprotected with ammonium acetate in MeOH/THF.
参考文献标题:Structure-activity relationship study at the 3'-N-position of paclitaxel: synthesis and biological evaluation of 3'-N-acyl-paclitaxel analogues
文献作者:Roh,E.J.; Kim,D.; Lee,C.O.; Choi,S.U.; Song,C.E.
参考来源:Bioorg Med Chem 2002,10(10),3145