Reaktion #70624

Reaktionsgleichung

(R)-4-(1-(2,2,2-trifluoroacetamido)propyl)-N-tert-butyl-benzenesulfonamide

(R)-2-(1-(2,2,2-trifluoroacetamido)propyl)-N-tert-butyl-benzenesulfonamide

K2CO3

→

(R)-4-(1-aminopropyl)-N-tert-butylbenzenesulfonamide

(R)-2-(1-aminopropyl)-N-tert-butylbenzenesulfonamide

Lösungsmittel

MeOH H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated at 60° C. for 3 hours
2. 2
   TemperaturThe reaction mixture was cooled to room temperature
3. 3
   Einengenconcentrated to about 3 ml
4. 4
   Sonstigepurified by reverse phase HPLC (5-100% ACN/H2O+0.1% TFA)

Vorschrift

A mixture of (R)-4-(1-(2,2,2-trifluoroacetamido)propyl)-N-tert-butyl-benzenesulfonamide and (R)-2-(1-(2,2,2-trifluoroacetamido)propyl)-N-tert-butyl-benzenesulfonamide (0.501 g), K2CO3 (0.947 g) in MeOH/H2O (1:1, 20 ml) was stirred at room temperature overnight and then heated at 60° C. for 3 hours. The reaction mixture was cooled to room temperature and concentrated to about 3 ml. The residue was acidified with TFA to ca. pH 1. The solution was co-evaporated with acetonitrile (2×) and then purified by reverse phase HPLC (5-100% ACN/H2O+0.1% TFA) to give 0.2033 g (R)-4-(1-aminopropyl)-N-tert-butylbenzenesulfonamide as white powder after lyophilization and 63.4 mg (R)-2-(1-aminopropyl)-N-tert-butylbenzenesulfonamide as a white powder after lyophilization.

Quelle