Sodium Hydroxide → 3-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)isoxazole-5-carboxylic acid

HRID 1026207ノート

反応式

HRID 1026207 の反応式
[OH-].[Na+].[C:3]([O:7][C:8]([NH:10][C@@H:11]([CH3:23])[CH2:12][O:13][C:14]1[CH:18]=[C:17]([C:19]([O:21]C)=[O:20])[O:16][N:15]=1)=[O:9])([CH3:6])([CH3:5])[CH3:4]>C1COCC1.CO>[C:3]([O:7][C:8]([NH:10][C@@H:11]([CH3:23])[CH2:12][O:13][C:14]1[CH:18]=[C:17]([C:19]([OH:21])=[O:20])[O:16][N:15]=1)=[O:9])([CH3:6])([CH3:4])[CH3:5]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 67778409methyl 3-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)isoxazole-5-carboxylate

生成物 1

HCID 677777153-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)isoxazole-5-carboxylic acid収率 91.8%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

2M Aqueous sodium hydroxide solution (20 mL) was added to a solution of methyl 3-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)isoxazole-5-carboxylate (4.0 g) in THF/methanol (20 mL/20 mL), and the mixture was stirred at room temperature for 15 hr. The solvent was evaporated under reduced pressure, and the residue was neutralized with 6M hydrochloric acid and extracted with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (3.5 g).

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-0002d7f6ad81411db0fb432c3da4a95d
出典データセット
uspto-grants-2014_05
特許番号
US08729102B2

反応ノート

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