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Triethylamine → Dimethyl 2-(4-tert-butoxycarbonylpiperazin-1-yl)-2-[(4-but-2-ynyloxybenzenesulfonylamino)methyl]malonate

HRID 472109
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인쇄 미리보기

반응식

HRID 472109 반응식
C(N(CC)CC)C.[CH2:8]([O:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1)[C:9]#[C:10][CH3:11].[NH2:23][CH2:24][C:25]([N:34]1[CH2:39][CH2:38][N:37]([C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])[CH2:36][CH2:35]1)([C:30]([O:32][CH3:33])=[O:31])[C:26]([O:28][CH3:29])=[O:27]>ClCCl>[C:43]([O:42][C:40]([N:37]1[CH2:38][CH2:39][N:34]([C:25]([CH2:24][NH:23][S:19]([C:16]2[CH:17]=[CH:18][C:13]([O:12][CH2:8][C:9]#[C:10][CH3:11])=[CH:14][CH:15]=2)(=[O:21])=[O:20])([C:30]([O:32][CH3:33])=[O:31])[C:26]([O:28][CH3:29])=[O:27])[CH2:35][CH2:36]1)=[O:41])([CH3:45])([CH3:46])[CH3:44]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 111959284-But-2-ynyloxy-benzenesulfonyl chlorideHCID 57848700Dimethyl 2-aminomethyl-2-(4-tert-butoxycarbonylpiperazin-1-yl)malonate

생성물 1

HCID 71115388Dimethyl 2-(4-tert-butoxycarbonylpiperazin-1-yl)-2-[(4-but-2-ynyloxybenzenesulfonylamino)methyl]malonate수율 54.2%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

1.1 ml (8 mmol) of triethylamine and then 1.8 ml (7 mmol) of 4-but-2-ynyloxybenzenesulfonyl chloride are added to a solution of 2.5 g (7 mmol) of dimethyl 2-aminomethyl-2-(4-tert-butoxycarbonylpiperazin-1-yl)malonate in 30 ml of dichloromethane. The reaction medium is stirred at ambient temperature for 2 hours and then concentrated under vacuum. The crude product obtained is purified by chromatography on silica gel, elution being carried out with a 70/30 heptane/ethyl acetate mixture. 2.1 g (51%) of dimethyl 2-(4-tert-butoxycarbonylpiperazin-1-yl)-2-[(4-but-2-ynyloxybenzenesulfonylamino)methyl]malonate are obtained in the form of a white solid.

후처리

  1. concentrationconcentrated under vacuum
  2. customThe crude product obtained
  3. customis purified by chromatography on silica gel, elution

출처 및 근거

ORD 기록
ord-5a6e0d815ef04fcd963ee331e7c2785f
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633196B2

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