Water → O-benzyl-N-trifluoroacetyltyrosine

HRID 1490014노트

반응식

HRID 1490014 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:29][C:30](=O)[C:31]([F:34])([F:33])[F:32].O>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:30](=[O:29])[C:31]([F:34])([F:33])[F:32])=[CH:19][CH:20]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 9893Methyl 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 mixed at room temperature with 58.9 ml (0.42 mol) of triethylamine. After addition of 67 ml (0.53 mol) of trifluoroacetic acid methyl ester, it is stirred for 130 hours at room temperature with exclusion of water. The unreacted initial material is separated and the leaving components are removed by shaking with ethyl acetate/aqueous hydrochloric acid. The ethyl acetate phase is decolored with activated carbon. After evaporation of the solvent, 120.7 g (80% of theory) of colorless crystals is obtained.

후처리

  1. customThe unreacted initial material is separated
  2. customthe leaving components are removed
  3. customAfter evaporation of the solvent, 120.7 g (80% of theory) of colorless crystals
  4. customis obtained

출처 및 근거

ORD 기록
ord-47e01353483344b7af0f28a2d5f48405
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05681544

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