【结 构 式】 |
【分子编号】61683 【品名】(E)-4-(benzyloxy)-2-buten-1-ol 【CA登记号】 |
【 分 子 式 】C11H14O2 【 分 子 量 】178.23096 【元素组成】C 74.13% H 7.92% O 17.95% |
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:(VIII)In an alternative synthesis of (IV), alkylation of propargyl alcohol (V) with benzyl bromide in a two-phase system gives ether (VI). Subsequent addition of paraformaldehyde to the lithium acetylide derived from (VI) furnishes alcohol (VII). Selective reduction of acetylene (VII) to the trans olefin (VIII) is accomplished by means of Red-Al in cold THF. The allylic alcohol (VIII) is then esterified with (4-methoxyphenyl)acetic acid (III) in the presence of DCC to form ester (IV).
【1】 Koch, G.; Kottirsch, G.; Wietfeld, B.; Kusters, E.; Process development of a dual MMP/TNF inhibitor (SDZ 242-484). Org Process Res Dev 2002, 6, 5, 652. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(III) | 34794 | (E)-3-chloro-2,3-bis(4-methoxyphenyl)-2-propenal | C17H15ClO3 | 详情 | 详情 | |
(IV) | 61681 | (E)-4-(benzyloxy)-2-butenyl 2-(4-methoxyphenyl)acetate | C20H22O4 | 详情 | 详情 | |
(V) | 16664 | Propargyl Alcohol; 2-propyn-1-ol | 107-19-7 | C3H4O | 详情 | 详情 |
(VI) | 16663 | benzyl 2-propynyl ether; 1-[(2-propynyloxy)methyl]benzene | C10H10O | 详情 | 详情 | |
(VII) | 61682 | 4-(benzyloxy)-2-butyn-1-ol | C11H12O2 | 详情 | 详情 | |
(VIII) | 61683 | (E)-4-(benzyloxy)-2-buten-1-ol | C11H14O2 | 详情 | 详情 |
Extended Information