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【结 构 式】 
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【药物名称】PMS-601, MFH-1 【化学名称】N,N-Diethylcarbamic acid 1,4-bis(3,4,5-trimethoxybenzoyl)piperazin-2-ylmethyl ester 【CA登记号】158978-98-4 【 分 子 式 】C30H41N3O10 【 分 子 量 】603.67537 |
【开发单位】BTG (Proprietary), Université Denis Diderot-Paris 7 (Originator) 【药理作用】AIDS Dementia, Treatment of, AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY, Cognition Disorders, Treatment of, NEUROLOGIC DRUGS, Platelet-Activating Factor (PAF) Antagonists |
合成路线1
The esterification of 1,4-dibenzyl-2-(hydroxymethyl)piperazine (I) with diphenyl carbonate and triethylamine in dichloromethane gives the mixed carbonate ester (II), which is treated with refluxing diethylamine to yield the carbamate ester (III). The deprotection of (III) with H2 over Pd/C in ethanol/HCl affords N,N-diethylcarbamic acid piperazin-2-ylmethyl ester (IV), which is finally condensed with 3,4,5-trimethoxybenzoyl chloride (V) by means of triethylamine in dichloromethane.
| 【1】 Martin, M.; Clayette, P.; Godfroid, J.-J.; Heymans, F.; Lamouri, A.; Dereuddre-Bosquet, N. (Commissariat a l'Energie Atomique; Université Denis Diderot - Paris 7); Piperazine derivs. inhibiting human immunodeficiency virus replication. FR 2780649; WO 0001677 . |
| 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) | 35493 | (1,4-dibenzyl-2-piperazinyl)methanol | C19H24N2O | 详情 | 详情 | |
| (II) | 35494 | (1,4-dibenzyl-2-piperazinyl)methyl phenyl carbonate | C26H28N2O3 | 详情 | 详情 | |
| (III) | 35495 | (1,4-dibenzyl-2-piperazinyl)methyl diethylcarbamate | C24H33N3O2 | 详情 | 详情 | |
| (IV) | 35496 | 2-piperazinylmethyl diethylcarbamate | C10H21N3O2 | 详情 | 详情 | |
| (V) | 13571 | 3,4,5Ttrimethoxybenzoyl chloride | 4521-61-3 | C10H11ClO4 | 详情 | 详情 |