Acetic-formic anhydride → HCID 11245009, 화합물

HRID 887944노트

반응식

HRID 887944 반응식
[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

참가 물질

4

반응물 2

HCID 75269Acetic-formic anhydrideHCID 57245995HCID 57245995, 화합물

생성물 1

HCID 11245009HCID 11245009, 화합물수율 81%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a1a83255b2644ed18a3bd886781d1a8f
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247451B2

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