N-methyl-N-((R)-1-(methylcarbamoyl)-2-phenylethyl)carbamic acid tert-butyl ester → (R)-N-methyl-2-(methylamino)-3-phenylpropanamide

HRID 651863노트

반응식

HRID 651863 반응식
C(O[C:6](=O)[N:7](C)[C@@H:8]([C:16](=[O:19])[NH:17][CH3:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(C)(C)C>FC(F)(F)C(O)=O.C(Cl)Cl>[CH3:18][NH:17][C:16](=[O:19])[C@H:8]([NH:7][CH3:6])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

4

반응물 1

HCID 10613603N-methyl-N-((R)-1-(methylcarbamoyl)-2-phenylethyl)carbamic acid tert-butyl ester

생성물 1

HCID 10607786(R)-N-methyl-2-(methylamino)-3-phenylpropanamide수율 23.7%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

N-Methyl-N-((R) 1-(methylcarbamoyl)-2-phenylethyl)carbamic acid tert-butyl ester (1.39 g, 7.23 mmol) was dissolved in a mixture of trifluoroacetic acid (5 mL) and methylene chloride (10 mL) and stirred for 45 min. The volatiles were removed in vacuo and the residue was stirred with a mixture of ethyl acetate (100 mL) and water (100 mL). Sodium hydrogen carbonate (50 mL, saturated) was added and the phases were separated. The organic phase was dried (magnesium sulfate) and the solvent removed in vacuo to afford 330 mg of (R)-N-methyl-2-methylamino-3-phenylpropionamide.

후처리

  1. customThe volatiles were removed in vacuo
  2. stirringthe residue was stirred with a mixture of ethyl acetate (100 mL) and water (100 mL)
  3. additionSodium hydrogen carbonate (50 mL, saturated) was added
  4. customthe phases were separated
  5. dry with materialThe organic phase was dried (magnesium sulfate)
  6. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-b439e1cab9cb41a8811b81bd57749860
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06281247B1

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