【结 构 式】 |
【分子编号】25666 【品名】(3R,3aS,6R,6aS)-3,6-dihydroxytetrahydrofuro[3,2-b]furan-2,5-dione 【CA登记号】 |
【 分 子 式 】C6H6O6 【 分 子 量 】174.11004 【元素组成】C 41.39% H 3.47% O 55.14% |
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:(II)Oxidation of L-mannonic gamma-lactone (I) with aqueous nitric acid provided bislactone (II). Subsequent treatment of bislactone (II) with benzyl trichloroacetimidate (III) and trifluoromethanesulfonic acid furnished dibenzyl ether (IV). Then, nucleophilic opening of both lactone groups of (IV) with (1S,2R)-1-amino-2-indanol (V) in refluxing dichloromethane yielded the title bisamide.
【1】 Bjorsne, M.; Alterman, M.; Muhlman, A.; et al.; Design and synthesis of new potent C2-symmetric HIV-1 protease inhibitors. Use of L-mannaric acid as a peptidomimetic scaffold. J Med Chem 1998, 41, 20, 3782. |
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) | 25665 | (3R,4S,5S)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxydihydro-2(3H)-furanone | C6H10O6 | 详情 | 详情 | |
(II) | 25666 | (3R,3aS,6R,6aS)-3,6-dihydroxytetrahydrofuro[3,2-b]furan-2,5-dione | C6H6O6 | 详情 | 详情 | |
(III) | 25667 | ethyl 2,2,2-trichloroethanimidoate | 23213-96-9 | C4H6Cl3NO | 详情 | 详情 |
(IV) | 25668 | (3R,3aS,6R,6aS)-3,6-bis(benzyloxy)tetrahydrofuro[3,2-b]furan-2,5-dione | C20H18O6 | 详情 | 详情 | |
(V) | 16239 | (1S,2R)-1-amino-2,3-dihydro-1H-inden-2-ol; Cis-(1S)-1-amino-2,3-dihydro-1H-inden-2-ol | 126456-43-7 | C9H11NO | 详情 | 详情 |
Extended Information