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Phenacyl bromide → HCID 86665834, 화합물

HRID 1619525
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HRID 1619525 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1)[C:10]([O:12][C@@H:13]1[CH:18]2[CH2:19][CH2:20][N:15]([CH2:16][CH2:17]2)[CH2:14]1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br:28][CH2:29][C:30]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:31]>CCOC(C)=O>[Br-:28].[C:1]([O:5][C:6]([NH:8][CH:9]([C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1)[C:10]([O:12][C@@H:13]1[CH:18]2[CH2:17][CH2:16][N+:15]([CH2:29][C:30](=[O:31])[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)([CH2:20][CH2:19]2)[CH2:14]1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6259Phenacyl bromideHCID 67607092HCID 67607092, 화합물

생성물 1

HCID 86665834HCID 86665834, 화합물수율 62%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-p-tolylacetate (C41) (100 mg, 0.27 mmol) in EtOAc (3 ml), was added 2-bromo-1-phenylethanone (58.5 mg, 0.29 mmol), and the reaction was stirred at RT for 36 hours. The solvent was evaporated, and the residue was first triturated with i-Pr2O and then purified by flash chromatography (DCM/MeOH=95/5 to 9/1) to obtain (3R)-3-(2-(tert-butoxycarbonylamino)-2-p-tolylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (94.4 mg; 62% yield).

후처리

  1. customThe solvent was evaporated
  2. customthe residue was first triturated with i-Pr2O
  3. custompurified by flash chromatography (DCM/MeOH=95/5 to 9/1)

출처 및 근거

ORD 기록
ord-edbfa9e90772407eaa65c424f76e3ef5
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772314B2

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