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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1,1'-Carbonyldiimidazole → (R)-3-[2,2-Bis-(2-chloro-phenyl)-2-hydroxy-acetoxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 660086
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HRID 660086 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:19])([OH:12])[C:9]([OH:11])=[O:10].C1N=CN(C(N2C=NC=C2)=O)C=1.[Br-:32].O[C@@H:34]1[CH:39]2[CH2:40][CH2:41][N+:36]([CH2:42][C:43](=[O:50])[NH:44][C:45]3[CH:49]=[CH:48][O:47][N:46]=3)([CH2:37][CH2:38]2)[CH2:35]1>CN(C=O)C>[Br-:32].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:19])([OH:12])[C:9]([O:11][C@@H:38]1[CH:39]2[CH2:40][CH2:41][N+:36]([CH2:42][C:43](=[O:50])[NH:44][C:45]3[CH:49]=[CH:48][O:47][N:46]=3)([CH2:35][CH2:34]2)[CH2:37]1)=[O:10]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 3290602,2'-Dichlorobenzilic acidHCID 86627857(R)-3-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide2회

생성물 1

HCID 11534561(R)-3-[2,2-Bis-(2-chloro-phenyl)-2-hydroxy-acetoxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

반응 조건

온도
40 °C

실험 절차

To a stirred solution of bis-(2-chloro-phenyl)-hydroxy-acetic acid (0.17 g, 0.572 mmol) in dry DMF (3 ml) under an inert atmosphere of Argon is added CDI (0.097 g, 0.6 mmol). After 1 hour, (R)-3-hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide (Intermediate A) (0.2 g, 0.602 mmol) is added and the reaction mixture is heated to 40° C. overnight. Purification using C-18 reverse phase column chromatography (eluent: water-acetonitrile) affords a solid which is triturated with diethyl ether to yield the titled compound as a crystalline solid.

후처리

  1. customPurification
  2. customaffords a solid which
  3. customis triturated with diethyl ether

출처 및 근거

ORD 기록
ord-dc83dd847e454590b1430fe2fc08cffd
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084463B2

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