Trifluoroacetic acid → (2-Cyanophenyl)alanine dihexylamide

HRID 651583ノート

反応式

HRID 651583 の反応式
[CH2:1]([N:7]([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[C:8](=[O:27])[C@H:9]([CH3:26])[N:10]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[C:24]#[N:25])C(OC(C)(C)C)=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].FC(F)(F)C(O)=O>ClCCl>[CH2:28]([N:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[C:8](=[O:27])[C@H:9]([CH3:26])[NH:10][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[C:24]#[N:25])[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 53745284N-t-butoxycarbonyl-(2-cyanophenyl)alanine dihexylamide

生成物 1

HCID 54368029(2-Cyanophenyl)alanine dihexylamide収率 99.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 0.98 g of N-t-butoxycarbonyl-(2-cyanophenyl)alanine dihexylamide in 1.7 ml of dichloromethane was added 1.7 ml of trifluoroacetic acid, followed by stirring at room temperature for 1.5 hours. The reaction solution was concentrated under reduced pressure, and to the residue was added an aqueous sodium bicarbonate solution, followed by extracting with dichloromethane. The extract was washed with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After removal of the drying agent by filtration, the filtrate was concentrated under reduced pressure to give 0.76 g of a crude (2-cyanophenyl)alanine dihexylamide, which was then used for the next step without purification.

後処理

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. additionto the residue was added an aqueous sodium bicarbonate solution
  3. extractionby extracting with dichloromethane
  4. washThe extract was washed with a saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. customAfter removal of the drying agent
  7. filtrationby filtration
  8. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-6adeffc1edd14588bb24cee98e66863c
出典データセット
uspto-grants-2001_08
特許番号
US06281355B1

反応ノート

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