Triethylamine → O-benzyl-N-trifluoroacetyltyrosine

HRID 374745ノート

反応式

HRID 374745 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: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

参加物

5

反応物 3

HCID 8471TriethylamineHCID 9794Ethyl 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 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. Melting point: 149°-150° C.

後処理

  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

出典と根拠

ORDレコード
ord-fbd95790bc8a46c48bfb733137faeec6
出典データセット
uspto-grants-1996_01
特許番号
US05482700

反応ノート

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