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Cesium carbonate → HCID 86601483, 화합물

HRID 270090
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HRID 270090 반응식
[CH3:1][C@@:2]1([CH2:5]OS(C2C=CC=C([N+]([O-])=O)C=2)(=O)=O)[CH2:4][O:3]1.[OH:19][C:20]1[CH:29]=[C:28]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=2)[CH:27]=[CH:26][C:21]=1[C:22]([NH:24][CH3:25])=[O:23].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH3:39][O:38][C:35]1[CH:34]=[CH:33][C:32]([CH2:31][O:30][C:28]2[CH:27]=[CH:26][C:21]([C:22]([NH:24][CH3:25])=[O:23])=[C:20]([O:19][CH2:1][C@:2]3([CH3:5])[CH2:4][O:3]3)[CH:29]=2)=[CH:37][CH:36]=1
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참가 물질

5

반응물 3

HCID 10796Cesium carbonate2회HCID 68959972HCID 68959972, 화합물HCID 86597620HCID 86597620, 화합물

생성물 1

HCID 86601483HCID 86601483, 화합물수율 74.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of [(2S)-2-methyloxiran-2-yl]methyl3-nitrobenzenesulfonate (133 mg, 0.487 mmol), 2-hydroxy-4-[(4-methoxybenzyl)oxy]-N-methylbenzamide (140 mg, 0.487 mmol) and cesium carbonate, Cs2CO3, (198 mg, 0.608 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 and concentrated. The residue was purified by silica gel flash chromatography (0-60% ethyl acetate in petroleum ether) to give the subtitled compound (130 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 (0-60% ethyl acetate in petroleum ether)

출처 및 근거

ORD 기록
ord-202b8d191bd04c4b955e5772e1d7b609
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07449475B2

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