N-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline tertbutyl ester → 1-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline

HRID 262706Notes

Reaction equation

HRID 262706 reaction equation
C([O:5][C:6](=[O:24])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:23])[CH:13]([C:19]([F:22])([F:21])[F:20])[CH2:14][S:15][C:16](=[O:18])[CH3:17])(C)(C)C>C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>[C:16]([S:15][CH2:14][CH:13]([C:19]([F:20])([F:21])[F:22])[C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:6]([OH:24])=[O:5])=[O:23])(=[O:18])[CH3:17]

Participants

4

Reactant 1

HCID 54253056N-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline tertbutyl ester

Product 1

HCID 541522191-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolventHCID 7519AnisoleSolvent

Procedure

1-(3-Acetylthio-2-trifluoromethylpropanoyl)-L-proline tert-butyl ester (8 g.) is dissolved in a mixture of anisole (55 ml.) and trifluoroacetic acid (110 ml.). After one hour storage at room temperature the solvent is removed in vacuo and the residue is precipitated several times from ether-hexane to give 1-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline.

Workup

  1. customAfter one hour storage at room temperature the solvent is removed in vacuo
  2. customthe residue is precipitated several times from ether-hexane

Sources & evidence

ORD record
ord-632f5df32fab4de0888fab986feec771
Source dataset
uspto-grants-1979_05
Patent number
US04154935

Reaction notes

Loading…