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【结 构 式】 
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【分子编号】45672 【品名】4-(diethoxymethyl)benzaldehyde oxime 【CA登记号】 |
【 分 子 式 】C12H17NO3 【 分 子 量 】223.27192 【元素组成】C 64.55% H 7.67% N 6.27% O 21.5% |
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：(II)Terephthaldehyde mono-diethyl acetal (I) was treated with hydroxylamine.HCl and Et3N to give the corresponding oxime (II). The nitrile oxide resulting from the treatment of oxime (II) with sodium hypochlorite was subjected to a dipolar cycloaddition with tert-butyl acrylate (III), yielding the isoxazoline (IV). Subsequent hydrolysis of acetal (IV) employing an acidic ion-exchange resin provided the intermediate isoxazoline aldehyde (V).
| 【1】 Slee, D.H.; et al.; Development of potent non-carbohydrate imidazole-based small molecule selectin inhibitors antiinflammatory activity. J Med Chem 2001, 44, 13, 2094. |
| 【2】 Kondo, H.; Inoue, Y.; Jones, T.K.; Ripka, W.C.; Yu, J.; Raheja, R.K.; Nguyen, T.N.; Slee, D.H. (NV Organon; Ontogen Corp.); Substd. thiazoles for treatment of human diseases involving modulators of P-, L- and E-selectin. WO 0033836; WO 0034255 . |
| 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) | 45671 | Terephthaldehyde mono(diethyl acetal); Terephthalaldehyde mono(diethyl acetal); 4-(Diethoxymethyl)benzaldehyde | 81172-89-6 | C12H16O3 | 详情 | 详情 |
| (II) | 45672 | 4-(diethoxymethyl)benzaldehyde oxime | C12H17NO3 | 详情 | 详情 | |
| (III) | 12760 | tert-butyl acrylate | 1663-39-4 | C7H12O2 | 详情 | 详情 |
| (IV) | 45673 | tert-butyl 3-[4-(diethoxymethyl)phenyl]-4,5-dihydro-5-isoxazolecarboxylate | C19H27NO5 | 详情 | 详情 | |
| (V) | 45674 | tert-butyl 3-(4-formylphenyl)-4,5-dihydro-5-isoxazolecarboxylate | C15H17NO4 | 详情 | 详情 |
Extended Information