Water → O-benzyl-N-trifluoroacetyltyrosine

HRID 1490014ノート

反応式

HRID 1490014 の反応式
[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

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 9893Methyl trifluoroacetateHCID 725701O-benzyl-L-tyrosine

生成物 1

HCID 53698430O-benzyl-N-trifluoroacetyltyrosine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-47e01353483344b7af0f28a2d5f48405
出典データセット
uspto-grants-1997_10
特許番号
US05681544

反応ノート

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