Acetic-formic anhydride → HCID 11245009、化合物

HRID 887944ノート

反応式

HRID 887944 の反応式
[C:1]1([CH2:7][CH2:8][CH2:9][C@H:10]([C@@H:14]([NH:16][O:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)[CH3:15])[C:11]([OH:13])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:24](OC=O)(=[O:26])C>N1C=CC=CC=1>[C:1]1([CH2:7][CH2:8][CH2:9][C@H:10]([C@@H:14]([N:16]([CH:24]=[O:26])[O:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)[CH3:15])[C:11]([OH:13])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 75269Acetic-formic anhydrideHCID 57245995HCID 57245995、化合物

生成物 1

HCID 11245009HCID 11245009、化合物収率 81%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of (2R,3S)-2-(3-phenyl-1-propyl)-3-(2 tetrahydropyranyloxyamino)butanoic acid (21.4 g, 66.7 mmol) in pyridine (100 mL) at 0.degree. C. is added formic acetic anhydride (30 mL). The resulting solution is allowed to warm to 25.degree. C., stirred for 6 h, and then concentrated to dryness under reduced pressure. The resulting gum is dissolved in ethyl acetate (300 mL) and washed sequentially with 1 M hydrochloric acid (200 mL) and saturated aqueous sodium chloride solution. The organic layer is dried over anhydrous magnesium sulfate and concentrated under reduced pressure to provide (2R,3S)-2-(3-Phenyl-1-propyl)-3-(formyl-2-tetrahydropyranyloxyamino)butanoic acid as an oil (18.9 g, 81% yield).

後処理

  1. temperatureto warm to 25.degree
  2. concentrationconcentrated to dryness under reduced pressure
  3. dissolutionThe resulting gum is dissolved in ethyl acetate (300 mL)
  4. washwashed sequentially with 1 M hydrochloric acid (200 mL) and saturated aqueous sodium chloride solution
  5. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a1a83255b2644ed18a3bd886781d1a8f
出典データセット
uspto-grants-2012_08
特許番号
US08247451B2

反応ノート

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