Water → 6-{[(6RS,7SR)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-1,4-oxazepan-6-yl]oxy}pyridine-2-carboxylic acid

HRID 1022723ノート

反応式

HRID 1022723 の反応式
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([CH:11]2[O:17][CH2:16][CH2:15][N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13][CH:12]2[O:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([O:34]C)=[O:33])[N:27]=2)[CH:7]=[CH:8][C:9]=1[Cl:10].O>C(O)C>[C:21]([O:20][C:18]([N:14]1[CH2:13][CH:12]([O:25][C:26]2[N:27]=[C:28]([C:32]([OH:34])=[O:33])[CH:29]=[CH:30][CH:31]=2)[CH:11]([C:6]2[CH:7]=[CH:8][C:9]([Cl:10])=[C:4]([Cl:3])[CH:5]=2)[O:17][CH2:16][CH2:15]1)=[O:19])([CH3:24])([CH3:22])[CH3:23]

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 66976194HCID 66976194、化合物

生成物 1

HCID 669764066-{[(6RS,7SR)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-1,4-oxazepan-6-yl]oxy}pyridine-2-carboxylic acid収率 33.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

2M Aqueous sodium hydroxide solution (1.7 mL) was added to a solution of tert-butyl (6RS,7SR)-7-(3,4-dichlorophenyl)-6-{[6-(methoxycarbonyl)pyridin-2-yl]oxy}-1,4-oxazepane-4-carboxylate (210 mg) in ethanol (5 ml), and the mixture was stirred at room temperature overnight and at 70° C. for 2 hr. Water was added to the reaction mixture, and the mixture was washed with diethyl ether. The obtained aqueous layer was neutralized with 1 M hydrochloric acid, and the mixture was extracted with ethyl acetate. The obtained extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (69 mg).

後処理

  1. washthe mixture was washed with diethyl ether
  2. extractionthe mixture was extracted with ethyl acetate
  3. extractionThe obtained extract
  4. washwas washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-3a68a4cb0a7848aebf080baf94fa3f60
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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