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

HRID 1762508Notes

Reaction equation

HRID 1762508 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 tertbutyl 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-9d779f47f94e4fe489fb711542888974
Source dataset
uspto-grants-1989_05
Patent number
US04833152

Reaction notes

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