2-Dimethylaminopyridine → HCID 22880656、化合物

HRID 1941342ノート

反応式

HRID 1941342 の反応式
[CH2:1]([S:5]([N-:8][Si](C)(C)C)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4].[C:13]([O:17][C:18]([NH:20][C@H:21]([C:25](F)=[O:26])[CH:22]([CH3:24])[CH3:23])=[O:19])([CH3:16])([CH3:15])[CH3:14].CN(C1C=CC=CN=1)C>O1CCCC1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>[CH2:1]([S:5]([NH:8][C:25](=[O:26])[C@H:21]([CH:22]([CH3:23])[CH3:24])[NH:20][C:18]([O:17][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:19])(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4]

参加物

6

反応物 3

HCID 218852-DimethylaminopyridineHCID 10751345HCID 10751345、化合物HCID 86751785N-butanesulfonyl-N-trimethylsilylamide

生成物 1

HCID 22880656HCID 22880656、化合物

試薬・触媒・溶媒 2

HCID 311Citric Acid溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of N-butanesulfonyl-N-trimethylsilylamide (prepared according to the procedure described in Example 8) (1.72 g, 8.28 mmol), t-butoxycarbonylvaline fluoride (1.01 g, 4.6 mmol), and dimethylaminopyridine (220 mg, 1.84 mmol) in tetrahydrofuran (25 ml) is stirred at room temperature for 1 hour. The mixture is diluted with 10% citric acid and extracted with ethyl acetate. The organic layer is washed with water and brine, dried over magnesium sulfate, and concentrated in vacuo. The crude material is chromatographed on silica gel with ethyl acetate/hexane (3:1) to give N-butanesulfonyl-(t-butoxycarbonyl)valineamide.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer is washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe crude material is chromatographed on silica gel with ethyl acetate/hexane (3:1)

出典と根拠

ORDレコード
ord-502a98148e104dd6a1c7a1947e0e17df
出典データセット
uspto-grants-1997_12
特許番号
US05703106

反応ノート

読み込み中…