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【结 构 式】

【分子编号】30010

【品名】ethyl 4-(2,3,4-trimethoxybenzyl)-1-piperazinecarboxylate

【CA登记号】

【 分 子 式 】C17H26N2O5

【 分 子 量 】338.40392

【元素组成】C 60.34% H 7.74% N 8.28% O 23.64%

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:(III)

The reductocondensation of 2,3,4-trimethoxybenzaldehyde (I) with ethyl piperazine-1-carboxylate (II) by means of NaBH3CN in AcOH gives the corresponding benzyl derivative (III), which is decarboxylated with aqueous KOH at 130 C yielding 1-(2,3,4-trimethoxybenzyl)piperazine (IV). The acylation of (IV) with chloroacetyl chloride in dichloromethane affords 1-(2-chloroacetyl)-4-(2,3,4-trimethoxybenzyl)piperazine (V)., which is finally condensed with diosmetin (VI) by means of KHCO3 in DMF.

1 Ferté, J.; Kühnel, J.-M.; Chapuis, G.; Rolland, Y.; Lewin, G.; Schwaller, M.A.; Flavonoid-related modulators of multidrug resistance: Synthesis, pharmacological activity, and structure-activity relationships. J Med Chem 1999, 42, 3, 478.
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) 22119 2,3,4-trimethoxybenzaldehyde 2103-57-3 C10H12O4 详情 详情
(II) 24694 N-ethoxycarbonylpiperidine; Ethyl 1-piperazinecarboxylate; N-Ethoxycarbonyl piperazine; N-Carbethoxy piperazine 120-43-4 C7H14N2O2 详情 详情
(III) 30010 ethyl 4-(2,3,4-trimethoxybenzyl)-1-piperazinecarboxylate C17H26N2O5 详情 详情
(IV) 24354 2,3-dimethoxy-4-(1-piperazinylmethyl)phenyl methyl ether C14H22N2O3 详情 详情
(V) 30011 2-chloro-1-[4-(2,3,4-trimethoxybenzyl)-1-piperazinyl]-1-ethanone C16H23ClN2O4 详情 详情
(VI) 30012 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one 520-34-3 C16H12O6 详情 详情
Extended Information