|
【结 构 式】 
|
【药物名称】RO-098246 【化学名称】2(R)-(2,4-Fluorophenyl)-3(R)-[3-[4-(1,2,3-thiadiazol-4-yl)phenyl]-1,2,4-thiadiazol-5-yl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 【CA登记号】368421-38-9 【 分 子 式 】C22H17F2N7OS2 【 分 子 量 】497.55189 |
【开发单位】Basilea Pharmaceutica (Originator) 【药理作用】Antifungal Agents, ANTIINFECTIVE THERAPY |
合成路线1
Addition of trimethylsilyl cyanide to the known epoxide (I) produced the hydroxy nitrile (II). This was converted to the thioamide (III) upon treatment with diethyl dithiophosphate. Condensation between thioamide (III) and thiadiazolyl thiobenzamide (IV) in the presence of iodine furnished the target thiadiazole derivative.
| 【1】 Fujii, T.; Tsukuda, T.; Shimma, N.; Komiyama, S.; Parallel synthesis of azole antifungals and identification of novel thiadiazole-containing antifungals. 223rd ACS Natl Meet (April 7 2002, Orlando) 2002, Abst MEDI 175. |
| 【2】 Shimma, N.; Tsukuda, T.; Komiyama, S. (Basilea Pharmaceutica AG); Azole derivs.. US 6319933; WO 0179196 . |
| 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) | 13114 | 1-[[(2S,3S)-2-(2,4-Difluorophenyl)-3-methyloxiranyl]methyl]-1H-1,2,4-triazole | C12H11F2N3O | 详情 | 详情 | |
| (II) | 17123 | (2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile | C13H12F2N4O | 详情 | 详情 | |
| (III) | 17121 | (2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanethioamide | C13H14F2N4OS | 详情 | 详情 | |
| (IV) | 58588 | 4-(1,2,3-Thiadiazol-4-yl)thiobenzamide | C9H7N3S2 | 详情 | 详情 |
Extended Information