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【结 构 式】

【分子编号】10746

【品名】(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-15-([(2R,3S)-3-(benzoylamino)-2-[(benzyloxy)methoxy]-3-phenylpropanoyl]oxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate

【CA登记号】

【 分 子 式 】C61H73NO15Si

【 分 子 量 】1088.33386

【元素组成】C 67.32% H 6.76% N 1.29% O 22.05% Si 2.58%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VI)

The benzoylation of (IV) with benzoyl chloride (V) and triethylamine in ethyl acetate affords the fully protected Taxol derivative (VI), which is desillylated with HF in acetonitrile giving the partially protected Taxol derivative (VII). Finally, this compound is fully deprotected by hydrogenation with H2 over Pd/C in isopropanal at 40 atm to give taxol.

1 Sisti, N.J.; Swindell, C.S.; Chander, M.C. (NaPro BioTherapeutics, Inc.); Paclitaxel synthesis from precursor compounds and methods of producing the same. US 5675025 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(IV) 10729 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-15-[[(2R,3S)-3-amino-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 C40H47NO13 详情 详情
(V) 10463 Benzoyl chloride 98-88-4 C7H5ClO 详情 详情
(VI) 10746 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-15-([(2R,3S)-3-(benzoylamino)-2-[(benzyloxy)methoxy]-3-phenylpropanoyl]oxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate C61H73NO15Si 详情 详情
(VII) 10747 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-15-([(2R,3S)-3-(benzoylamino)-2-[(benzyloxy)methoxy]-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 C55H59NO15 详情 详情
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