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【结 构 式】 
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【分子编号】32719 【品名】4-(Trimethylsilyloxy)-2-pyrroIidinone 【CA登记号】 |
【 分 子 式 】C8H17NOSi 【 分 子 量 】171.31462 【元素组成】C 56.09% H 10% N 8.18% O 9.34% Si 16.39% |
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：(IX)The silylation of 3-hydroxy-4-aminobutyric acid (VII) with bistrimethylsilyl amine gives 3-(trimethylsilyloxy)-4-aminobutyric acid (VIII), which is cyclized to 4-(trimethylsilyloxy)-2-pyrrolidinone (IX) by heating. The treatment of (IX) with ethyl bromoacetate (A) affords ethyl 4-(trimethylsilyloxy)pyrrolidine-2-one-1-acetate (X), which by desilylation with HCl gives ethyl 4-hydroxypyrrolidine-2-one-1-acetate (VI). Finally, this compound is treated with ammonia in methanol.
| 【1】 Banfi, S.; et al. (ISF SpA); Preparation of pyrrolidine and pyrrolidin-2-one derivatives. DE 2758937; DE 2758939; ES 466856; FR 2380257; GB 1588075; JP 53101367; US 4173569 . |
| 【2】 de Angelis, L.; Blancafort, P.; Serradell, M.N.; Castaner, J.; Oxiracetam. Drugs Fut 1980, 5, 8, 405. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 16640 | Ethyl 2-bromoacetate; Ethyl bromoacetate | 105-36-2 | C4H7BrO2 | 详情 | 详情 |
| (VI) | 32716 | Ethyl 2-(4-hydroxy-2-oxo-1-pyrrolidinyl)acetate; Ethyl 4-hydroxypyrrolidine-2-one-1-acetate | C8H13NO4 | 详情 | 详情 | |
| (VII) | 32717 | 4-Amino-3-hydroxybutyric acid; 3-Hydroxy-4-aminobutyric acid | 352-21-6 | C4H9NO3 | 详情 | 详情 |
| (VIII) | 32718 | 4-Amino-3-[(trimethylsilyl)methyl]butyric acid; 3-(Trimethylsilyloxy)-4-aminobutyric acid | C8H19NO2Si | 详情 | 详情 | |
| (IX) | 32719 | 4-(Trimethylsilyloxy)-2-pyrroIidinone | C8H17NOSi | 详情 | 详情 | |
| (X) | 32720 | Ethyl 2-[2-oxo-4-[(trimethylsilyl)methyl]-1-pyrrolidinyl]acetate; ethyl 4-(Trimethylsilyloxy)pyrrolidine-2-one-1-acetate | C12H23NO3Si | 详情 | 详情 |
Extended Information