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【结 构 式】

【分子编号】48282

【品名】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

【CA登记号】

【 分 子 式 】C24H30ClNO7

【 分 子 量 】479.95744

【元素组成】C 60.06% H 6.3% Cl 7.39% N 2.92% O 23.33%

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:(XII)

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
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