Trifluoroacetic acid → 1,1-dimethyl-2-((2R)-2-methylamino-3-phenylpropionylamino)ethyl acetate

HRID 495805노트

반응식

HRID 495805 반응식
[C:1]([O:4][C:5]([CH3:28])([CH3:27])[CH2:6][NH:7][C:8](=[O:26])[C@H:9]([N:17](C(OC(C)(C)C)=O)[CH3:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[C:1]([O:4][C:5]([CH3:28])([CH3:27])[CH2:6][NH:7][C:8](=[O:26])[C@H:9]([NH:17][CH3:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 537951942-((2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-phenylpropionylamino)-1,1-dimethylethyl acetate

생성물 1

HCID 541776851,1-dimethyl-2-((2R)-2-methylamino-3-phenylpropionylamino)ethyl acetate수율 97%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

2-((2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-phenylpropionylamino)-1,1-dimethylethyl acetate (426 mg, 1.1 mmol) was dissolved in dichloromethane (2 ml) and cooled to 0° C. Trifluoroacetic acid (2 ml) was added and the reaction mixture was stirred for 15 min at 0° C. The solvent was removed in vacuo at 20° C. The residue was dissolved in dichloromethane (50 ml) and the solvent was removed in vacuo. This latter procedure was repeated two times. The crude product was purified by flash chromatography on silica (45 g), using dichloromethanelmethanol/25% aqueous ammonia (100:10:1) as eluent, to give 312 mg of 1,1-dimethyl-2((2R)-2-methylamino-3-phenylpropionylamino)ethyl acetate.

후처리

  1. customThe solvent was removed in vacuo at 20° C
  2. dissolutionThe residue was dissolved in dichloromethane (50 ml)
  3. customthe solvent was removed in vacuo
  4. customThe crude product was purified by flash chromatography on silica (45 g)

출처 및 근거

ORD 기록
ord-44f41580167a430f8261f1ea0bbd8e86
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06939880B2

반응 노트

불러오는 중…