【结 构 式】 |
【分子编号】44164 【品名】(3S,4R)-4-[[(1S,6R)-4-(2-chlorobenzyl)-5-oxo-3,4-diazabicyclo[4.1.0]hept-2-en-2-yl]oxy]-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromene-6-carbonitrile 【CA登记号】 |
【 分 子 式 】C24H22ClN3O4 【 分 子 量 】451.9092 【元素组成】C 63.79% H 4.91% Cl 7.85% N 9.3% O 14.16% |
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:(V)Condensation of 1,2-cyclo-propanedicarboxylic anhydride (I) with chlorobenzylhydrazine derivative (II) in EtOH (1) or acetonitrile affords derivative (III), which then reacts with epoxy-benzopyrancarbonitrile derivative (IV) in the presence of pyridine in EtOH to yield a mixture of two diastereomers (Va-b), from which the desired product is chromatographically separated.
【1】 Mimura, T.; Kubo, H. (Daiichi Pharmaceutical Co., Ltd.); Diazabicycloalkene derivs.. EP 0571822; JP 1994025233; US 5418232 . |
【2】 Horino, H.; Mimura, T.; Kobayashi, S.; Ohta, M.; Kubo, H.; Ito, K.; Tsumura, M.; Kitagawa, M.; Novel potassium channel opener prodrugs with a slow onset and prolonged duration of action. Chem Pharm Bull 2000, 48, 4, 490. |
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) | 44161 | 3-oxabicyclo[3.1.0]hexane-2,4-dione | C5H4O3 | 详情 | 详情 | |
(II) | 44162 | 1-(2-chlorobenzyl)hydrazine | C7H9ClN2 | 详情 | 详情 | |
(III) | 44163 | 3-(2-chlorobenzyl)-3,4-diazabicyclo[4.1.0]heptane-2,5-dione | C12H11ClN2O2 | 详情 | 详情 | |
(IV) | 14639 | (1aS,7bS)-2,2-dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrile | C12H11NO2 | 详情 | 详情 | |
(V) | 44164 | (3S,4R)-4-[[(1S,6R)-4-(2-chlorobenzyl)-5-oxo-3,4-diazabicyclo[4.1.0]hept-2-en-2-yl]oxy]-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromene-6-carbonitrile | C24H22ClN3O4 | 详情 | 详情 | |
(VI) | 44165 | (3S,4R)-4-[[(1R,6S)-4-(2-chlorobenzyl)-5-oxo-3,4-diazabicyclo[4.1.0]hept-2-en-2-yl]oxy]-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromene-6-carbonitrile | C24H22ClN3O4 | 详情 | 详情 |
Extended Information