(-)-2-(2-Bromohexadecanoyl)paclitaxel, BrC16HT, (-)-BRT-216
Chemical Name: (-)-3(S)-Benzamido-2(R)-(2-bromohexadecanoyloxy)benzenepropionic acid (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-diacetoxy-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-9-yl ester; (-)-[2aR-[2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha,12aalpha,12balpha]]-6,12b-Diacetoxy-9-[3-benzamido-2-(2-bromohexadecanoyloxy)-3-phenylpropionyloxy]-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benz[1,2-b]oxet-5-one
CAS No. 288305-07-7 (R-isomer), 288305-08-8 (S-isomer), 201417-51-8 (undefined isomer)
项目整合开发状态: Preclinical
项目研究机构: Elan (Originator)
合成路线:Esterification of Taxol (paclitaxel) (I) with 2-bromohexadecanoic acid (II) by means of DCC in dichloromethane yields the target 2'-(2-bromohexadecanoyl)paclitaxel.
📌 参考资料/链接：
参考文献标题:Hydrolysis-promoting hydrophobic taxane derivs.
文献作者:Mayhew,E.; Janoff,A.S.; Bhattacharya,S.; Kehane,G.; Ahmad,I.; Franklin,J.C.; Ali,S.(The Liposome Company,Ltd.)
参考来源:US 6107332
📄 详细内容
合成路线:The target compound is obtained by esterification of Taxol (paclitaxel) (I) with hexadecanoic anhydride (II) by means of DCC in dichloromethane.
合成路线:Esterification of Taxol (paclitaxel) (I) with 2-bromohexadecanoic acid (II) by means of DCC in dichloromethane yields the target 2'-(2-bromohexadecanoyl)paclitaxel.
参考文献标题:Hydrolyzable hydrophobic taxanes: Synthesis and anti-cancer activities
文献作者:Ali,S.; Ahmad,I.; Peters,A.; Masters,G.; Minchey,S.; Janoff,A.; Mayhew,E.
参考来源:Anti-Cancer Drugs 2001,12(2),117