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Cesium carbonate → HCID 87636834, 화합물

HRID 270083
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HRID 270083 반응식
[CH3:1][C@@:2]1([CH2:5]OS(C2C=CC=C([N+]([O-])=O)C=2)(=O)=O)[CH2:4][O:3]1.[CH:19]1([NH:22][C:23](=[O:41])[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:31][C:32]3[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=3)=[CH:26][C:25]=2[OH:40])[CH2:21][CH2:20]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH:19]1([NH:22][C:23](=[O:41])[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:31][C:32]3[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=3)=[CH:26][C:25]=2[O:40][CH2:1][C@:2]2([CH3:5])[CH2:4][O:3]2)[CH2:21][CH2:20]1
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참가 물질

5

반응물 3

HCID 10796Cesium carbonate2회HCID 68958982HCID 68958982, 화합물HCID 86597620HCID 86597620, 화합물

생성물 1

HCID 87636834HCID 87636834, 화합물수율 85.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of [(2S)-2-methyloxiran-2-yl]methyl3-nitrobenzenesulfonate (218 mg, 0.797 mmol), N-cyclopropyl-2-hydroxy-4-[(4-methoxybenzyl)oxy]benzamide (250 mg, 0.797 mmol) and cesium carbonate, Cs2CO3, (311 mg, 0.956 mmol) in dimethylformamide (5 mL) was kept on stirring at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over sodium sulphate, Na2SO4, filtered, concentrated and the residue was purified by silica gel flash chromatography (0-40% ethyl acetate in petroleum ether) to give the subtitled compound (260 mg).

후처리

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. dry with materialThe organic layer was dried over sodium sulphate, Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe residue was purified by silica gel flash chromatography (0-40% ethyl acetate in petroleum ether)

출처 및 근거

ORD 기록
ord-344d869a6e6b4a1f88b458019e0d0080
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07449475B2

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