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

HRID 1601968노트

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HRID 1601968 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

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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 dichloromethane/methanol/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-0260dc8ed7674e39ba869fd88d40dabe
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05977178

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