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【结 构 式】 
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【分子编号】50925 【品名】3-[(4-chloro-2-butynyl)oxy]-4,5-dihydroisoxazole; 4-chloro-2-butynyl 4,5-dihydro-3-isoxazolyl ether 【CA登记号】 |
【 分 子 式 】C7H8ClNO2 【 分 子 量 】173.59876 【元素组成】C 48.43% H 4.64% Cl 20.42% N 8.07% O 18.43% |
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：(XI)In an alternative procedure, nucleophilic displacement of the nitro group from 3-nitro-2-isoxazoline (VI) with lithium benzylate gave the benzyl ether (VII), which was converted to isoxazolidinone (VIII) by catalytic hydrogenation. Alkylation of (VIII) with 1,4-dichloro-2-butyne (IX) resulted in a 4:1 mixture of regioisomers (X) and (XI). After chromatographic isolation, the desired isomer (X) was condensed with pyrrolidine (V) to provide the title compound.
| 【1】 Dallanoce, C.; et al.; Synthesis and functional characterization of novel derivatives related to oxotremorine and oxotremorine-M. Bioorg Med Chem 1999, 7, 8, 1539. |
| 【2】 Conti, P.; et al.; Synthesis and binding affinity of new muscarinic ligands structurally related to oxotremorine. Bioorg Med Chem Lett 1997, 7, 8, 1033. |
| 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) | 50920 | 3-nitro-4,5-dihydroisoxazole | C3H4N2O3 | 详情 | 详情 | |
| (VII) | 50921 | benzyl 4,5-dihydro-3-isoxazolyl ether; 3-(benzyloxy)-4,5-dihydroisoxazole | C10H11NO2 | 详情 | 详情 | |
| (VIII) | 50922 | 3-isoxazolidinone | C3H5NO2 | 详情 | 详情 | |
| (IX) | 50923 | 1,4-Dichloro-2-butyne | 821-10-3 | C4H4Cl2 | 详情 | 详情 |
| (X) | 50924 | 2-(4-chloro-2-butynyl)-3-isoxazolidinone | C7H8ClNO2 | 详情 | 详情 | |
| (XI) | 50925 | 3-[(4-chloro-2-butynyl)oxy]-4,5-dihydroisoxazole; 4-chloro-2-butynyl 4,5-dihydro-3-isoxazolyl ether | C7H8ClNO2 | 详情 | 详情 |
Extended Information