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【结 构 式】 
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【分子编号】60507 【品名】tert-butyl(dimethyl)silyl 5-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenyl ether; tert-butyl{5-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenoxy}dimethylsilane 【CA登记号】 |
【 分 子 式 】C24H34O5Si 【 分 子 量 】430.61646 【元素组成】C 66.94% H 7.96% O 18.58% Si 6.52% |
合成路线1
该中间体在本合成路线中的序号：(V)The CH2Cl2/MeOH extracts of Combretum caffrum stem wood were fractionated using a solvent partition sequence, followed by gel filtration and column chromatography to provide a mixture of three substituted stilbenes: combretastatin A-4 (I), combretastatin A-5 (II) and combretastatin A-6 (III). Further separation of these compounds was achieved via derivatization with tert-butyldimethylsilyl chloride and separation of the respective silyl ethers (IV), (V) and (VI) by preparative TLC. The least polar component (IV) was then desilylated by treatment with tetrabutylammonium fluoride to yield pure combretastatin A-4 (I)
| 【1】 Pettit, G.R.; Singh, S.B.; Boyd, M.R.; Hamel, E.; Pettit, R.K.; Schmidt, J.M.; Hogan, F.; Antineoplastic agents. 291. Isolation and synthesis of combretastatins A-4, A-5, and A-6. J Med Chem 1995, 38, 10, 1666. |
| 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) | 60505 | 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol | 117048-60-9 | C18H20O5 | 详情 | 详情 |
| (II) | 60506 | 5-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenol | C18H20O5 | 详情 | 详情 | |
| (III) | 65172 | 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenol | C18H20O5 | 详情 | 详情 | |
| (IV) | 26118 | tert-butyl[2-methoxy-5-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenoxy]dimethylsilane; tert-butyl(dimethyl)silyl 2-methoxy-5-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl ether | C24H34O5Si | 详情 | 详情 | |
| (V) | 60507 | tert-butyl(dimethyl)silyl 5-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenyl ether; tert-butyl{5-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenoxy}dimethylsilane | C24H34O5Si | 详情 | 详情 | |
| (VI) | 65173 | tert-butyl{5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenoxy}dimethylsilane; tert-butyl(dimethyl)silyl 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenyl ether | C24H34O5Si | 详情 | 详情 |