【结 构 式】 |
【分子编号】64828 【品名】1-[2,5-bis(tetrahydro-2H-pyran-2-yloxy)phenyl]-1-ethanone 【CA登记号】 |
【 分 子 式 】C18H24O5 【 分 子 量 】320.38556 【元素组成】C 67.48% H 7.55% O 24.97% |
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:(III)Reaction of 2',5'-dihydroxyacetophenone (I) with dihydropyran (II) and pyridinium p-toluenesulfonate gives the protected bis-tetrahydropyranyl ether (III), which is submitted to Claisen-Schmidt condensation with 2-chlorobenzaldehyde (IV) in the presence of barium hydroxide, yielding the chalcone (V). Finally, the tetrahydropyranyl protecting groups of (V) are removed by acidic hydrolysis with p-toluenesulfonic acid in MeOH.
【1】 Nam, N.-H.; Kim, Y.; You, Y.-J.; Hong, D.-H.; Kim, H.-M.; Ahn, B.-Z.; Cytotoxic 2',5'-dihydroxychalcones with unexpected antiangiogenic activity. Eur J Med Chem 2003, 38, 2, 179. |
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) | 38479 | 1-(2,5-dihydroxyphenyl)-1-ethanone | 490-78-8 | C8H8O3 | 详情 | 详情 |
(II) | 13684 | 3,4-Dihydro-2H-pyran;2,3-Dihydro-4H-pyran; 5,6-Dihydro-4H-pyran;Dihydropyran | 110-87-2 | C5H8O | 详情 | 详情 |
(III) | 64828 | 1-[2,5-bis(tetrahydro-2H-pyran-2-yloxy)phenyl]-1-ethanone | C18H24O5 | 详情 | 详情 | |
(IV) | 24114 | 2-chlorobenzaldehyde | 89-98-5 | C7H5ClO | 详情 | 详情 |
(V) | 64829 | (E)-1-[2,5-bis(tetrahydro-2H-pyran-2-yloxy)phenyl]-3-(2-chlorophenyl)-2-propen-1-one | C25H27ClO5 | 详情 | 详情 |
Extended Information