Triethylamine → O-benzyl-N-trifluoroacetyltyrosine

HRID 1938114노트

반응식

HRID 1938114 반응식
[CH2:1]([O:8][C:9]1[CH:20]=[CH:19][C:12]([CH2:13][C@@H:14]([C:16]([OH:18])=[O:17])[NH2:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.C([O:30][C:31](=O)[C:32]([F:35])([F:34])[F:33])C>CO>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][C@@H:14]([C:16]([OH:18])=[O:17])[NH:15][C:31](=[O:30])[C:32]([F:35])([F:34])[F:33])=[CH:19][CH:20]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 9794Ethyl trifluoroacetateHCID 725701O-benzyl-L-tyrosine

생성물 1

HCID 53698430O-benzyl-N-trifluoroacetyltyrosine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

112.5 g (0.41 mmol) of O-benzyltyrosine is suspended in 1 liter of dry methanol and combined at room temperature with 58.9 ml (0.42 mol) of triethylamine. After adding 67 ml (0.53 mol) of trifluoroacetic acid ethyl ester, the mixture is stirred at room temperature for 130 hours under exclusion of moisture. The mixture is separated from unreacted starting material and volatile components are removed by shaking with ethyl acetate/aqueous hydrochloric acid. The ethyl acetate phase is decolorized with activated carbon. Evaporation of the solvents yields 120.7 g (80% of theory) of colorless crystals.

후처리

  1. customThe mixture is separated
  2. customare removed
  3. stirringby shaking with ethyl acetate/aqueous hydrochloric acid
  4. customEvaporation of the solvents
  5. customyields 120.7 g (80% of theory) of colorless crystals

출처 및 근거

ORD 기록
ord-f37a66fe8f75498ba3931facae87b639
출처 데이터셋
uspto-grants-1997_12
특허 번호
US05693309

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