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【结 构 式】 
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【药物名称】NCO-700 【化学名称】Bis[ethyl(2R,3R)-trans-3-[(S)-3-methyl-1-[4-(2,3,4-trimethoxybenzyl)piperazin-1-ylcarbonyl]butylcarbamoyl]oxyran-2-carboxylate]sulfate 【CA登记号】84579-82-8 【 分 子 式 】C52H80N6O20S 【 分 子 量 】1141.3096 |
【开发单位】Nippon Chemiphar (Originator) 【药理作用】Angina pectoris, Treatment of, CARDIOVASCULAR DRUGS, ONCOLYTIC DRUGS, Treatment of Disorders of the Coronary Arteries and Atherosclerosis, Apoptosis Inducers, Protease Inhibitors |
合成路线1
The condensation of N-(tert-butoxycarbonyl)-L-leucine (I) with 1-2,3,4-trimethoxybenzyl)piperazine (II) by means of N-hydroxysuccinimide (HSI) and dicyclohexylcarbodiimide (DCC) in dichloromethane gives the corresponding acylated piperazine (III), which is deprotected with dry HCl in ethyl acetate yielding the leucine derivative (IV). Finally, this compound is condensed with trans-epoxysuccinic acid monoethyl ester (V) by means of DCC and HSI as before and treated with H2SO4.
| 【1】 Hoefke, W.; et al. (Boehringer Ingelheim GmbH); 1-Aryloxy-2-hydroxy-3-[(benzimidazolin-one-substituted alkyl)-amino]-propanes and salts thereof. DE 2644833 . |
| 【2】 Prous, J.; Castaner, J.; NCO-700. Drugs Fut 1986, 11, 11, 941. |
| 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) | 24353 | (2S)-2-[[(2,2-dimethylpropanoyl)oxy]amino]-4-methylpentanoic acid | C11H21NO4 | 详情 | 详情 | |
| (II) | 24354 | 2,3-dimethoxy-4-(1-piperazinylmethyl)phenyl methyl ether | C14H22N2O3 | 详情 | 详情 | |
| (III) | 24355 | (2S)-2-[[(2,2-dimethylpropanoyl)oxy]amino]-4-methyl-1-[4-(2,3,4-trimethoxybenzyl)-1-piperazinyl]-1-pentanone | C25H41N3O6 | 详情 | 详情 | |
| (IV) | 24356 | (2S)-2-amino-4-methyl-1-[4-(2,3,4-trimethoxybenzyl)-1-piperazinyl]-1-pentanone | C20H33N3O4 | 详情 | 详情 | |
| (V) | 24344 | (2S,3S)-3-(ethoxycarbonyl)-2-oxiranecarboxylic acid | C6H8O5 | 详情 | 详情 |