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【结 构 式】 
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【分子编号】48281 【品名】ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate 【CA登记号】 |
【 分 子 式 】C12H20O6 【 分 子 量 】260.2872 【元素组成】C 55.37% H 7.74% O 36.88% |
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)The reaction of 2,2-dimethyl-1,3-dioxolane-4-methanol (X) with ethyl 4-chloroacetoacetate (II) gives the adduct (XI), which is cyclized with 2-chlorobenzaldehyde (IV) and methyl 3-aminocrotonate (V) in refluxing ethanol to yield the dihydropyridine (XII). The cleavage of the dioxolane ring of (XII) by means of Ts-OH in methanol affords the vicinal diol (XIII), which is cleaved by means of NaIO4 in methanol to provide the already reported acetaldehyde derivative (VIII).
| 【1】 Karimian, K.; Leung-Toung, R.C.S.H.; Tam, T.F. (Apotex Inc.); 1,4-Dihydropyridines, N-substd. bicyclic 4-hydropyridines, and bicyclic N-substd. 4,5-dihydropyridines. US 5723618 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (II) | 23541 | ethyl 4-chloro-3-oxobutanoate；Ethyl 4-chloro-3-oxobutanoate；Ethyl 4-chloroacetoacetate | 638-07-3 | C6H9ClO3 | 详情 | 详情 |
| (IV) | 24114 | 2-chlorobenzaldehyde | 89-98-5 | C7H5ClO | 详情 | 详情 |
| (V) | 11372 | Methyl (E)-3-amino-2-butenoate; Methyl 3-aminocrotonate | C5H9NO2 | 详情 | 详情 | |
| (VIII) | 48280 | 5-ethyl 3-methyl 4-(2-chlorophenyl)-2-methyl-6-[(2-oxoethoxy)methyl]-1,4-dihydro-3,5-pyridinedicarboxylate | C20H22ClNO6 | 详情 | 详情 | |
| (IX) | 48258 | 3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[[2-(hydroxyimino)ethoxy]methyl]-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate | C20H23ClN2O6 | 详情 | 详情 | |
| (X) | 16476 | 2,2-dimethyl-4-hydroxymethyl-1,3-dioxolane; (2,2-dimethyl-1,3-dioxolan-4-yl)methanol; 2,3-o-Isopropylideneglycerol | 100-79-8 | C6H12O3 | 详情 | 详情 |
| (XI) | 48281 | ethyl 4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-3-oxobutanoate | C12H20O6 | 详情 | 详情 | |
| (XII) | 48282 | 3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]methyl]-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate | C24H30ClNO7 | 详情 | 详情 | |
| (XIII) | 48283 | 3-ethyl 5-methyl 4-(2-chlorophenyl)-2-[(2,3-dihydroxypropoxy)methyl]-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate | C21H26ClNO7 | 详情 | 详情 |
Extended Information