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Dabco → HCID 131724317, 화합물

HRID 1840460
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HRID 1840460 반응식
[Br:1][CH2:2][CH2:3][S:4][C:5]1[N:6]=[CH:7][N:8]2[CH:12]=[C:11]([C:13]3[C@H:14]([CH3:37])[C@@H:15]4[C@@H:32]([C@H:33]([OH:35])[CH3:34])[C:31](=[O:36])[N:16]4[C:17]=3[C:18]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=3)=[O:19])[S:10][C:9]=12.[N:38]12[CH2:45][CH2:44][N:41]([CH2:42][CH2:43]1)[CH2:40][CH2:39]2>C(#N)C>[Br-:1].[N+:38]12([CH2:2][CH2:3][S:4][C:5]3[N:6]=[CH:7][N:8]4[CH:12]=[C:11]([C:13]5[C@H:14]([CH3:37])[C@@H:15]6[C@@H:32]([C@H:33]([OH:35])[CH3:34])[C:31](=[O:36])[N:16]6[C:17]=5[C:18]([O:20][CH2:21][C:22]5[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=5)=[O:19])[S:10][C:9]=34)[CH2:45][CH2:44][N:41]([CH2:42][CH2:43]1)[CH2:40][CH2:39]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 9237DabcoHCID 90892272HCID 90892272, 화합물

생성물 1

HCID 131724317HCID 131724317, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

4-Nitrobenzyl (1S,5R,6S)-2-[7-(2-bromoethyl)thioimidazo[5,1-b]thiazol-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate (177 mg) was dissolved in 5 ml of acetonitrile. 1,4-Diazabicylco[2,2,2]octane (43 mg) was added to the solution. The mixture was stirred at 50° C. for 12 hr. The reaction solution was concentrated, and the residue was purified by column chromatography on Sephadex LH-20 (chloroform:methanol=1:1) to prepare 184 mg of 4-nitrobenzyl (1S,5R,6S)-2-[7-[2-(1-azonia-4-azabicyclo-[2,2,2]oct-1-yl)ethyl]thioimidazo[5,1-b]thiazol-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate bromide.

후처리

  1. concentrationThe reaction solution was concentrated
  2. customthe residue was purified by column chromatography on Sephadex
  3. custom(chloroform:methanol=1:1) to prepare 184 mg of 4-nitrobenzyl (1S,5R,6S)-2-[7-[2-(1-azonia-4-azabicyclo-[2,2,2]oct-1-yl)ethyl]thioimidazo[5,1-b]thiazol-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate bromide

출처 및 근거

ORD 기록
ord-2c5cf1586d1544afa2f61cc1987aa88b
출처 데이터셋
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06680313B2

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