Water → HCID 90281961、化合物

HRID 1497538ノート

反応式

HRID 1497538 の反応式
[C:1]([O:5][C:6](=[O:44])[CH2:7][N:8]([CH2:30][C:31]1[CH:32]=[C:33]([CH:41]=[CH:42][CH:43]=1)[C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:9][C:10]([N:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20]COCC[Si](C)(C)C)=[CH:16][C:15]=1[Cl:29])[CH3:13])=[O:11])([CH3:4])([CH3:3])[CH3:2].C([N+](CCCC)(CCCC)CCCC)CCC.O>O1CCCC1>[C:1]([O:5][C:6](=[O:44])[CH2:7][N:8]([CH2:30][C:31]1[CH:32]=[C:33]([CH:41]=[CH:42][CH:43]=1)[C:34]([O:36][C:37]([CH3:39])([CH3:38])[CH3:40])=[O:35])[CH2:9][C:10]([N:12]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][C:15]=1[Cl:29])[CH3:13])=[O:11])([CH3:2])([CH3:3])[CH3:4]

参加物

5

反応物 3

HCID 962WaterHCID 16028TetrabutylammoniumHCID 90282032HCID 90282032、化合物

生成物 1

HCID 90281961HCID 90281961、化合物収率 90.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
50 °C

実験手順

To a solution of tert-butyl 3-{[(2-tert-butoxy-2-oxoethyl){2-[(2-chloro-4-{[2-(trimethylsilyl)ethoxy]methoxy}phenyl)(methyl)amino]-2-oxoethyl}amino]methyl}benzoate (805 mg) in tetrahydrofuran (16.1 mL) was added a 1 M solution of tetra-n-butylammonium in tetrahydrofuran (3.72 mL), followed by stirring at 50° C. for 4 days. To a reaction solution was added water, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl 3-{[(2-tert-butoxy-2-oxoethyl){2-[(2-chloro-4-hydroxyphenyl)(methyl)amino]-2-oxoethyl}amino]methyl}benzoate (583 mg).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous sodium chloride solution, then dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-fc2a7e990dee4d56ba8c64bf25c5cc03
出典データセット
uspto-grants-2015_12
特許番号
US09199927B2

反応ノート

読み込み中…