(2S)-2-amino-4-methyl-1-[4-(2,3,4-trimethoxybenzyl)-1-piperazinyl]-1-pentanone -Drug Synthesis Database

【结构式】

【分子编号】24356

【品名】(2S)-2-amino-4-methyl-1-[4-(2,3,4-trimethoxybenzyl)-1-piperazinyl]-1-pentanone

【CA登记号】

【分子式】C₂₀H₃₃N₃O₄

【分子量】379.49984

【元素组成】C 63.3% H 8.76% N 11.07% O 16.86%

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：(IV)

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.

参考文献中间体

合成目标

【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	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

Extended Information