|
【结 构 式】 
|
【分子编号】52217 【品名】5-vinyl-1,3-benzenediol 【CA登记号】 |
【 分 子 式 】C8H8O2 【 分 子 量 】136.15032 【元素组成】C 70.57% H 5.92% O 23.5% |
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：(IV)The reaction of 3,5-dihydroxybenzaldehyde (I) with Tbdms-Cl gives the disilylated aldehyde (II), which by a Wittig condensation with methylenetriphenylphosphorane (III) yields the 3,5-dihydroxystyrene (IV). The reaction of (IV) with acetic anhydride and pyridine affords 3,5-diacetoxystyrene (V), which was submitted to a Heck condensation with 4-acetoxyiodobenzene (VI) by means of Pd(OAc)2 and PPh3 in hot acetonitrile to provide 3,4',5-triacetopxy-(E)-stilbene (VII). Finally, this compound is deacetylated by means of NaOMe in THF/methanol to furnish the target resveratrol.
| 【1】 Guiso, M.; et al.; A new efficient resveratrol synthesis. Tetrahedron Lett 2002, 43, 4, 597. |
| 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) | 52215 | 3,5-Dihydroxybenzaldehyde | C7H6O3 | 详情 | 详情 | |
| (II) | 52216 | 3,5-bis{[tert-butyl(dimethyl)silyl]oxy}benzaldehyde | C19H34O3Si2 | 详情 | 详情 | |
| (III) | 27301 | methylene(triphenyl)phosphorane | C19H17P | 详情 | 详情 | |
| (IV) | 52217 | 5-vinyl-1,3-benzenediol | C8H8O2 | 详情 | 详情 | |
| (V) | 52218 | 3-(acetyloxy)-5-vinylphenyl acetate | C12H12O4 | 详情 | 详情 | |
| (VI) | 52219 | 4-iodophenyl acetate | C8H7IO2 | 详情 | 详情 | |
| (VII) | 52220 | 3-(acetyloxy)-5-{(E)-2-[4-(acetyloxy)phenyl]ethenyl}phenyl acetate | C20H18O6 | 详情 | 详情 |
Extended Information