Reaktion #75202

Reaktionsgleichung

1-[3-(4-Methoxybenzylmercapto)-2-(methylthio)propanoyl]-L-proline tert-butyl ester

Trifluoromethanesulfonic acid

→

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

Lösungsmittel

dichloromethane

anisole

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent is removed in vacuo
2. 2
   WaschenThe organic layer is washed six times with water
3. 3
   Sonstigedried
4. 4
   Einengenconcentrated to dryness in vacuo

Vorschrift

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.

Quelle