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

HRID 2308777Notes

Reaction equation

HRID 2308777 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

N-(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 N-(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-9b79283c41b448ebaabd54321a4c69a6
Source dataset
uspto-grants-1987_09
Patent number
US04690936

Reaction notes

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