【结 构 式】 |
【药物名称】 【化学名称】cis-3,4',5-Trimethoxystilbene 【CA登记号】 【 分 子 式 】C17H18O3 【 分 子 量 】270.33121 |
【开发单位】Arizona State University (Originator), National Institutes of Health (Originator) 【药理作用】ONCOLYTIC DRUGS, Antimitotic Drugs, Microtubule-Stabilizing Agents |
合成路线1
4-Methoxybenzyl bromide (I) is condensed with triphenylphosphine in refluxing toluene to produce the phosphonium salt (II). Subsequent Wittig condensation of (II) with 3,5-dimethoxybenzaldehyde (III) gives rise to a mixture of the title Z-stilbene and its E-isomer (IV), which can be separated by means of flash chromatography.
【1】 Pettit, G.R.; Grealish, M.P.; Jung, M.K.; Hamel, E.; Pettit, R.K.; Chapuis, J.-C.; Schmidt, J.M.; Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate. J Med Chem 2002, 45, 12, 2534. |
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) | 27490 | 1-(bromomethyl)-4-methoxybenzene | C8H9BrO | 详情 | 详情 | |
(II) | 64585 | (4-methoxybenzyl)(triphenyl)phosphonium bromide | C26H24BrOP | 详情 | 详情 | |
(III) | 21720 | 3,5-dimethoxybenzaldehyde | 7311-34-4 | C9H10O3 | 详情 | 详情 |
(IV) | 62024 | 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenyl methyl ether; 1,3-dimethoxy-5-[(E)-2-(4-methoxyphenyl)ethenyl]benzene | C17H18O3 | 详情 | 详情 |
Extended Information