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

HRID 1733336Notes

Reaction equation

HRID 1733336 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 etherhexane 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 etherhexane

Sources & evidence

ORD record
ord-6141887a0fde4df596d12a8a3ed880cf
Source dataset
uspto-grants-1980_12
Patent number
US04241076

Reaction notes

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