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【结 构 式】

【分子编号】25339

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

【CA登记号】

【 分 子 式 】C56H57NO15

【 分 子 量 】984.06632

【元素组成】C 68.35% H 5.84% N 1.42% O 24.39%

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:(IX)

The triisopropylsilyl group at position 2' of (VII) was deprotected with HF in pyridine-acetonitrile yielding (VIII), and the Boc group was further removed with trifluoroacetic acid to give (IX). Then, benzoylation of the 3'-amino group of (IX) with benzoyl chloride provided benzamide (X). Finally, hydrogenation of the cinnamyl double bond of (X) in the presence of Wilkinson's catalyst furnished the target compound.

1 Ahern, D.G.; Ojima, I.; Bounaud, P.-Y.; New photoaffinity analogs of paclitaxel. Bioorg Med Chem Lett 1999, 9, 8, 1189.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VII) 25337 (1S,2S,3R,4S,7R,9S,10R,12R,15S)-4,12-bis(acetoxy)-9-[[(E)-3-(3-benzoylphenyl)-2-propenoyl]oxy]-15-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-3-phenyl-2-[(triisopropylsilyl)oxy]propanoyl]oxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[1 C70H85NO17Si 详情 详情
(VIII) 25338 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-9-[[(E)-3-(3-benzoylphenyl)-2-propenoyl]oxy]-15-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoyl]oxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4 C61H65NO17 详情 详情
(IX) 25339 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-15-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-9-[[(E)-3-(3-benzoylphenyl)-2-propenoyl]oxy]-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl C56H57NO15 详情 详情
(X) 25340 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-15-[[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]oxy]-9-[[(E)-3-(3-benzoylphenyl)-2-propenoyl]oxy]-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate C63H61NO16 详情 详情
Extended Information