Water → 4-tert-butyl 7-methyl (6R,7R)-6-(3,4-dichlorophenyl)-1,4-oxazepane-4,7-dicarboxylate

HRID 1022807ノート

反応式

HRID 1022807 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:14][C@@H:13]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=2)[C@H:12]([C:23]([OH:25])=[O:24])[O:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:26](=O)([O-])[O-].[K+].[K+].CI.O>CN(C=O)C>[Cl:22][C:17]1[CH:16]=[C:15]([C@H:13]2[C@H:12]([C:23]([O:25][CH3:26])=[O:24])[O:11][CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:14]2)[CH:20]=[CH:19][C:18]=1[Cl:21]

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 66976870(6R,7R)-4-(tert-butoxycarbonyl)-6-(3,4-dichlorophenyl)-1,4-oxazepane-7-carboxylic acid

生成物 1

HCID 866638784-tert-butyl 7-methyl (6R,7R)-6-(3,4-dichlorophenyl)-1,4-oxazepane-4,7-dicarboxylate収率 88.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of (6R,7R)-4-(tert-butoxycarbonyl)-6-(3,4-dichlorophenyl)-1,4-oxazepane-7-carboxylic acid (3.11 g) in DMF (10 mL) were added potassium carbonate (1.32 g) and methyl iodide (0.748 mL). The mixture was stirred at room temperature for 2 hr under nitrogen purging, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate (0%-50%)) to give the title compound (2.86 g) as a colorless oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. customThe residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate (0%-50%))

出典と根拠

ORDレコード
ord-6d81750b8d7c4e689b72e9fc36a8df02
出典データセット
uspto-grants-2014_05
特許番号
US08722662B2

反応ノート

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