Trifluoromethanesulfonic acid → 1-[3-mercapto-2-(methylthio)propanoyl]-L-proline

HRID 1391092ノート

反応式

HRID 1391092 の反応式
C([O:5][C:6](=[O:28])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:27])[CH:13]([S:25][CH3:26])[CH2:14][S:15]CC1C=CC(OC)=CC=1)(C)(C)C.FC(F)(F)S(O)(=O)=O>ClCCl.C1(OC)C=CC=CC=1>[SH:15][CH2:14][CH:13]([S:25][CH3:26])[C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:6]([OH:28])=[O:5])=[O:27]

参加物

5

反応物 2

HCID 62406Trifluoromethanesulfonic acidHCID 228056351-[3-(4-Methoxybenzylmercapto)-2-(methylthio)propanoyl]-L-proline tert-butyl ester

生成物 1

HCID 228056361-[3-mercapto-2-(methylthio)propanoyl]-L-proline

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 7519Anisole溶媒

実験手順

1-[3-(4-Methoxybenzylmercapto)-2-(methylthio)propanoyl]-L-proline tert-butyl ester (0.5 g.) is dissolved in a mixture of dichloromethane (2 ml.) and anisole (1.1 ml.) under a blanket of argon in an ice bath. Trifluoromethanesulfonic acid (1 g.) is added and the mixture is stirred at room temperature for thirty minutes. The solvent is removed in vacuo and the residue is distributed between water and ethyl acetate. The organic layer is washed six times with water, dried and concentrated to dryness in vacuo to yield 1-[3-mercapto-2-(methylthio)propanoyl]-L-proline.

後処理

  1. customThe solvent is removed in vacuo
  2. washThe organic layer is washed six times with water
  3. customdried
  4. concentrationconcentrated to dryness in vacuo

出典と根拠

ORDレコード
ord-7dd71c27181242f791667d787db5f14c
出典データセット
uspto-grants-1979_02
特許番号
US04140864

反応ノート

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