2'-Palmitoylpaclitaxel, C16HTD, -Drug Synthesis Database

【结构式】

【药物名称】2'-Palmitoylpaclitaxel, C16HTD

【化学名称】3(S)-Benzamido-2(R)-(hexadecanoyloxy)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]benz[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-(hexadecanoyloxy)-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

【CA登记号】343770-65-0

【分子式】C₆₃H₈₁NO₁₅

【分子量】1092.34572

【开发单位】Elan (Originator)

【药理作用】Chemical Delivery Systems, DRUG DELIVERY, Drug Delivery Systems, ONCOLYTIC DRUGS, Antimitotic Drugs, Microtubule-Stabilizing Agents, Taxanes

合成路线1

The target compound is obtained by esterification of Taxol (paclitaxel) (I) with hexadecanoic anhydride (II) by means of DCC in dichloromethane.

参考文献中间体

【1】 Ali, S.; et al.; Hydrolyzable hydrophobic taxanes: Synthesis and anti-cancer activities. Anti-Cancer Drugs 2001, 12, 2, 117.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	10595	(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-15-[[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]oxy]-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate	33069-62-4	C₄₇H₅₁NO₁₄	详情	详情
(II)	27916	hexadecanoic anhydride	623-65-4	C₃₂H₆₂O₃	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1)