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Methanol → 6-(2,6-Dimethoxypyridin-3-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol

HRID 73489
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인쇄 미리보기

반응식

HRID 73489 반응식
[CH3:1][O:2][C:3]1[C:8]([C:9]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH2:26][CH3:27])=[C:20]([O:23][CH3:24])[CH:21]=3)[CH:16]3[CH:11]([CH2:12][CH2:13][CH:14]([O:28]C(=O)C)[CH2:15]3)[N:10]=2)=[CH:7][CH:6]=[C:5]([O:32][CH3:33])[N:4]=1.CO.C(=O)([O-])[O-].[Cs+].[Cs+]>ClCCl>[CH3:1][O:2][C:3]1[C:8]([C:9]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH2:26][CH3:27])=[C:20]([O:23][CH3:24])[CH:21]=3)[CH:16]3[CH:11]([CH2:12][CH2:13][CH:14]([OH:28])[CH2:15]3)[N:10]=2)=[CH:7][CH:6]=[C:5]([O:32][CH3:33])[N:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 10796Cesium carbonateHCID 67023839Acetic acid (2RS,4aRS,10bRS)-6-(2,6-dimethoxy-pyridin-3-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-yl ester2회

생성물 1

HCID 115677836-(2,6-Dimethoxypyridin-3-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol수율 59.7%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

423 mg of acetic acid (2RS,4aRS,10bRS)-6-(2,6-dimethoxy-pyridin-3-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-yl ester (compound 18) dissolved in 1 ml of dichloromethane and 9 ml of methanol are added to 152 mg of cesium carbonate and the solution stirred for 19 h. The reaction mixture is adsorbed to silica gel and purified by flash chromatography to give 229 mg of the title compound as a colourless foam.

후처리

  1. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-67664949f49e42849612b0561fce4cdb
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829189B2

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