Isobutyraldehyde → HCID 53256912、化合物

HRID 2192795ノート

反応式

HRID 2192795 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 53256912HCID 53256912、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9c0ab9582ff644769d24c22f38b5a2ca
出典データセット
uspto-grants-2012_12
特許番号
US08329691B2

反応ノート

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