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【结 构 式】 
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【分子编号】38902 【品名】 【CA登记号】 |
【 分 子 式 】C45H48Cl5NO14 【 分 子 量 】1004.13796 【元素组成】C 53.83% H 4.82% Cl 17.65% N 1.39% O 22.31% |
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：(III)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.
| 【1】 Choi, S.U.; Kim, D.; Roh, E.J.; Song, C.E.; Lee, C.O.; Structure-activity relationship study at the 3'-N-position of paclitaxel: synthesis and biological evaluation of 3'-N-acyl-paclitaxel analogues. Bioorg Med Chem 2002, 10, 10, 3145. |
| 【2】 Roh, E.J.; et al.; Synthesis and biology of 3'-N-acyl-N-debenzoylpaclitaxel analogues. Bioorg Med Chem 1999, 7, 9, 2115. |
| 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) | 38901 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(2,2,2-trichloroacetyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate | C33H37Cl3O12 | 详情 | 详情 | |
| (II) | 38900 | (4S,5R)-2,2-bis(chloromethyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid | C12H13Cl2NO3 | 详情 | 详情 | |
| (III) | 38902 | C45H48Cl5NO14 | 详情 | 详情 | ||
| (IV) | 38903 | C42H46Cl3NO14 | 详情 | 详情 | ||
| (V) | 38904 | 1-cyclopentene-1-carbonyl chloride | C6H7ClO | 详情 | 详情 | |
| (VI) | 38905 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-15-([(2R,3S)-3-[(1-cyclopenten-1-ylcarbonyl)amino]-2-hydroxy-3-phenylpropanoyl]oxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(2,2,2-trichloroacetyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]hep | C48H52Cl3NO15 | 详情 | 详情 |
Extended Information