Isobutyraldehyde → HCID 53256912, 화합물

HRID 2192795노트

반응식

HRID 2192795 반응식
[NH2:1][C@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1.[CH:15](=O)[CH:16]([CH3:18])[CH3:17].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)([O-])O.[Na+]>CO.C(O)(=O)C>[CH3:15][CH:16]([CH3:18])[CH2:17][NH:1][C@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1

참가 물질

7

반응물 4

HCID 6561IsobutyraldehydeHCID 516892Sodium BicarbonateHCID 1501975tert-butyl (3S)-3-aminopiperidine-1-carboxylateHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 53256912HCID 53256912, 화합물

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

tert-Butyl (3S)-3-aminopiperidine-1-carboxylate (5.0 g), isobutyraldehyde (2.66 ml) and acetic acid (1.72 ml) were dissolved in methanol (100 ml), and the mixture was stirred at room temperature for 10 min. To the reaction mixture was added sodium triacetoxyborohydride (13.2 g) and the mixture was stirred at room temperature for 30 min. The reaction mixture was basified with aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. A part of the residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (35:65) was concentrated under reduced pressure to give the object compound (3.04 g) as an oil.

후처리

  1. stirringthe mixture was stirred at room temperature for 30 min
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. washthe fraction eluted with ethyl acetate-hexane (35:65)
  7. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9c0ab9582ff644769d24c22f38b5a2ca
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329691B2

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