|
【结 构 式】 
|
【分子编号】23936 【品名】3-isopropyl-5-(phenoxymethyl)-1,3-oxazolidin-2-one 【CA登记号】 |
【 分 子 式 】C13H17NO3 【 分 子 量 】235.28292 【元素组成】C 66.36% H 7.28% N 5.95% O 20.4% |
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：(VII)1) The reaction of phenol (I) with epichlorohydrin (II) gives 1,2-epoxy-3-phenoxypropane (III), which is treated with isopropylamine (IV) to afford 3-(isopropylamino)-1-phenoxy-2-propanol (V). Cyclization of (V) with diethyl carbonate (VI) yields 3-isopropyl-5-(phenoxymethyloxazolidin-2-one) (VII), which is chloromethylated with formaldehyde - HCl giving 3-isopropyl-5-(4-chloromethylphenoxymethyl)oxazolidin-2-one (VIII). Etherification of (VIII) with ethylene glycol monoisopropyl ether (IX) yields the corresponding ether (XI), which is finally deprotected by alkaline hydrolysis.
| 【1】 Harting, J.; et al.; Pharmacodynamic profile of the selective beta1-adrenoceptor antagonist bisoprolol. Arzneim-Forsch Drug Res 1986, 36, 2, 200. |
| 【2】 Castaner, J.; Prous, J.; Bisoprolol fumarate. Drugs Fut 1986, 11, 10, 829. |
| 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) | 23540 | Phenol | 108-95-2 | C6H6O | 详情 | 详情 |
| (II) | 10146 | Epichlorohydrin; 2-(Chloromethyl)oxirane | 106-89-8 | C3H5ClO | 详情 | 详情 |
| (III) | 23932 | 2-(phenoxymethyl)oxirane; oxiranylmethyl phenyl ether | 122-60-1 | C9H10O2 | 详情 | 详情 |
| (IV) | 23933 | 2-Propanamine; Isopropylamine | 75-31-0 | C3H9N | 详情 | 详情 |
| (V) | 23934 | 1-(isopropylamino)-3-phenoxy-2-propanol | C12H19NO2 | 详情 | 详情 | |
| (VI) | 17470 | diethyl carbonate; diethylcarbonate | 105-58-8 | C5H10O3 | 详情 | 详情 |
| (VII) | 23936 | 3-isopropyl-5-(phenoxymethyl)-1,3-oxazolidin-2-one | C13H17NO3 | 详情 | 详情 | |
| (VIII) | 23937 | 5-[[4-(chloromethyl)phenoxy]methyl]-3-isopropyl-1,3-oxazolidin-2-one | C14H18ClNO3 | 详情 | 详情 | |
| (IX) | 23938 | 2-isopropoxy-1-ethanol | 109-59-1 | C5H12O2 | 详情 | 详情 |
| (X) | 23939 | 5-([4-[(2-isopropoxyethoxy)methyl]phenoxy]methyl)-3-isopropyl-1,3-oxazolidin-2-one | C19H29NO5 | 详情 | 详情 |
Extended Information