Trifluoroacetic acid → (2-Cyanophenyl)alanine dihexylamide

HRID 651583노트

반응식

HRID 651583 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 54368029(2-Cyanophenyl)alanine dihexylamide수율 99.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6adeffc1edd14588bb24cee98e66863c
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06281355B1

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