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【结 构 式】 
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【分子编号】26216 【品名】3-[[(2S)-1-(tert-butoxycarbonyl)azetidinyl]methoxy]-N,N,N-trimethyl-2-pyridinaminium trifluoromethanesulfonate 【CA登记号】 |
【 分 子 式 】C18H28F3N3O6S 【 分 子 量 】471.4981496 【元素组成】C 45.85% H 5.99% F 12.09% N 8.91% O 20.36% S 6.8% |
合成路线1
该中间体在本合成路线中的序号：(XIII)In a related procedure, 2-fluoro-3-hydroxypyridine (IX) was treated with dimethylamine to provide (dimethylamino)pyridine (X). This was coupled to alcohol (III) to give ether (XI). Alternatively, (XI) was prepared by coupling fluoropyridine (IX) with alcohol (III) and subsequently treated with dimethylamine. Quaternization by means of methyl trifluoromethanesulfonate produced trimethylammonium derivative (XIII). Further displacement in (XIII) using [18F]KF-Kryptofix K222 complex provided radiolabeled fluoropyridine (VI), which was finally deprotected as above.
| 【1】 Dollé, F.; et al.; Synthesis and nicotinic acetylcholine receptor in vivo binding properties of 2-fluoro-3-[2(S)-2azetidinylmethoxylpyridine: A new positron emission tomography ligand for nicotinic receptors. J Med Chem 1999, 42, 12, 2251. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VI),(XII) | 26215 | tert-butyl (2S)-2-[[(2-fluoro-3-pyridinyl)oxy]methyl]-1-azetidinecarboxylate | C14H19FN2O3 | 详情 | 详情 | |
| (III) | 26206 | tert-butyl (2S)-2-(hydroxymethyl)-1-azetidinecarboxylate | C9H17NO3 | 详情 | 详情 | |
| (VI) | 26209 | tert-butyl (2S)-2-[[(2-fluoro-3-pyridinyl)oxy]methyl]-1-azetidinecarboxylate | C14H19FN2O3 | 详情 | 详情 | |
| (IX) | 26212 | 2-fluoro-3-pyridinol | C5H4FNO | 详情 | 详情 | |
| (X) | 26213 | 2-(dimethylamino)-3-pyridinol | C7H10N2O | 详情 | 详情 | |
| (XI) | 26214 | tert-butyl (2S)-2-([[2-(dimethylamino)-3-pyridinyl]oxy]methyl)-1-azetidinecarboxylate | C16H25N3O3 | 详情 | 详情 | |
| (XIII) | 26216 | 3-[[(2S)-1-(tert-butoxycarbonyl)azetidinyl]methoxy]-N,N,N-trimethyl-2-pyridinaminium trifluoromethanesulfonate | C18H28F3N3O6S | 详情 | 详情 |