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【结 构 式】

【分子编号】20688

【品名】ethyl (2S,5R)-2,5-dimethyl-1-piperazinecarboxylate

【CA登记号】

【 分 子 式 】C9H18N2O2

【 分 子 量 】186.2542

【元素组成】C 58.04% H 9.74% N 15.04% O 17.18%

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:(II)

Treatment of trans-2,5-dimethylpiperazine (I) with ethyl chloroformate gave racemic ethyl carbamate (II), which was subsequently alkylated with allyl bromide, and then deprotected with ethanolic KOH to yield racemic piperazine (IV). Separation of the desired enantiomer (V) was achieved through recrystallization of the salt with di-p-toluoyl-D-tartaric acid, followed by liberation of the base with NaOH.

1 Chang, K.-J.; Bishop, M.J.; Bubacz, D.G.; McNutt, R.W. Jr. (Glaxo Wellcome plc); Piperazine cpds. used in therapy. EP 0711289; JP 1997501156; WO 9504051 .
2 Chang, K.; Boswell, G.E.; Bubacz, D.G.; Collins, M.A.; Davis, A.O.; McNutt, R.W. (Delta Pharmaceuticals, Inc.); Opioid diarylmethylpiperazines and piperidines. JP 1995503247; US 5658908; US 5681830; WO 9315062 .
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) 20687 (2R,5S)-2,5-dimethylpiperazine C6H14N2 详情 详情
(II) 20688 ethyl (2S,5R)-2,5-dimethyl-1-piperazinecarboxylate C9H18N2O2 详情 详情
(III) 20689 ethyl (2S,5R)-4-allyl-2,5-dimethyl-1-piperazinecarboxylate C12H22N2O2 详情 详情
(IV) 20690 (2R,5S)-1-allyl-2,5-dimethylpiperazine C9H18N2 详情 详情
(V) 20690 (2R,5S)-1-allyl-2,5-dimethylpiperazine C9H18N2 详情 详情
Extended Information