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【结 构 式】 
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【分子编号】28083 【品名】2-chloro-1,3,2lambda(5)-dioxaphospholan-2-one 【CA登记号】6609-64-9 |
【 分 子 式 】C2H4ClO3P 【 分 子 量 】142.478422 【元素组成】C 16.86% H 2.83% Cl 24.88% O 33.69% P 21.74% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(IV)The reaction of tetrahydrofuran-2,2-dimethanol (I) with 1 mole of octadecyl bromide (II) by means of KOH in DMSO gives the monoether (III), which is finally condensed with 2-chloro-2-oxo-1,3,2-dioxaphospholane (IV) and triethylamine in benzene to afford the target compound.
| 【1】 Houlihan, W.J.; Lee, M.L. (Novartis AG; Novartis Deutschland GmbH); Substd. hydroxy-heterocyclyl-alkoxy-phosphinyloxy-trialkylaminium-hydroxide inner salt oxides, processes for their preparation and their use as pharmaceuticals. AU 8662038; EP 0213082; JP 1987051692 . |
| 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) | 47573 | [2-(hydroxymethyl)tetrahydro-2-furanyl]methanol | C6H12O3 | 详情 | 详情 | |
| (II) | 28797 | 1-bromooctadecane | 112-89-0 | C18H37Br | 详情 | 详情 |
| (III) | 47574 | [2-[(octadecyloxy)methyl]tetrahydro-2-furanyl]methanol | C24H48O3 | 详情 | 详情 | |
| (IV) | 28083 | 2-chloro-1,3,2lambda(5)-dioxaphospholan-2-one | 6609-64-9 | C2H4ClO3P | 详情 | 详情 |
| (V) | 13035 | N,N,N-Trimethylamine; Trimethyl amine; N,N-Dimethylmethanamine | 75-50-3 | C3H9N | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(II)The reaction of hexadecanol (I) with the cyclic chlorophosphate ester (II) and TEA in tert-butyl methyl ether gives the cyclic hexadecyl phosphate (III), which is condensed with TEA in hot acetonitrile to afford the target phosphorylcholine ester.
| 【1】 Bittman, R.; Lohmeyer, M.; Antitumor ether lipids and alkylphosphocholines. Drugs Fut 1994, 19, 11, 1021. |
| 【2】 Nossner, G.; Stekar, J.; Hilgard, P.; et al.; D-21266, ein neues Alkylphospholipid mit hoder antineoplasticher Wirkung und verbessertem therapeutischen Index. ASTA Medica 1993. |
Extended Information