【结 构 式】 |
【分子编号】46639 【品名】8-(1,3-benzodioxol-5-yl)furo[3,4-e][1,3]benzodioxole 【CA登记号】 |
【 分 子 式 】C16H10O5 【 分 子 量 】282.2524 【元素组成】C 68.09% H 3.57% O 28.34% |
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:(X)Alternatively, the condensation of 1,3-benzodioxole-5-carbaldehyde ethylene ketal (VIII) with carbaldehyde (V) by means of n-BuLi gives the hydroxy ketal (IX), which is treated with Ac2O, HOAc and maleic anhydride (XI) at 140 C to perform a Diels-Alder cyclization between the nonisolated isobenzofuran (X) (a reactive diene) and the maleic anhydride (the dienophile), giving rise to the cyclic anhydride (XII). Finally, this compound is reduced with NaBH4 to the target compound along with some structural isomer (XIII) that is separated by chromatography.
【1】 Urasaki, Y.; et al.; Activity of a novel camptothecin analogue, homocamptothecin, in camptothecin-resistant cell lines with topoisomerase I alterations. Cancer Res 2000, 60, 23, 6577. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(IV) | 10127 | 1,3-Benzodioxole-5-carbaldehyde; Heliotropine | 120-57-0 | C8H6O3 | 详情 | 详情 |
(VIII) | 46637 | 5-(1,3-dioxolan-2-yl)-1,3-benzodioxole | C10H10O4 | 详情 | 详情 | |
(IX) | 46638 | 1,3-benzodioxol-5-yl[5-(1,3-dioxolan-2-yl)-1,3-benzodioxol-4-yl]methanol | C18H16O7 | 详情 | 详情 | |
(X) | 46639 | 8-(1,3-benzodioxol-5-yl)furo[3,4-e][1,3]benzodioxole | C16H10O5 | 详情 | 详情 | |
(XI) | 11182 | 2,5-Furandione; Maleic anhydride | 108-31-6 | C4H2O3 | 详情 | 详情 |
(XII) | 46640 | 10-(1,3-benzodioxol-5-yl)furo[3',4':6,7]naphtho[1,2-d][1,3]dioxole-7,9-dione | C20H10O7 | 详情 | 详情 | |
(XIII) | 46641 | 10-(1,3-benzodioxol-5-yl)furo[3',4':6,7]naphtho[1,2-d][1,3]dioxol-9(7H)-one | C20H12O6 | 详情 | 详情 |
Extended Information