Reaktion #92323

Reaktionsgleichung

methanesulfonyl chloride

Benzyl {[(1R,2R,5S)-5-(dimethylcarbamoyl)-2-hydroxycyclohexyl]sulfamoyl}carbamate

methylene chloride

→

title compound

Ausbeute 72.0%

(1R,2R,4S)-2-{[(Benzyloxycarbonyl) sulfamoyl]amino}-4-(dimethylcarbamoyl)cyclohexyl methanesulfonate

Ausbeute 72.0%

Lösungsmittel

Triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas then added dropwise to the mixed solution
2. 2
   FiltrationThe precipitated crystals were collected by filtration
3. 3
   Waschenwere then washed with methylene chloride (1 ml)
4. 4
   SonstigeThe obtained crystals were dried under reduced pressure

Vorschrift

Benzyl {[(1R,2R,5S)-5-(dimethylcarbamoyl)-2-hydroxycyclohexyl]sulfamoyl}carbamate (1.00 g) was added to methylene chloride (10 ml), and the obtained solution was then cooled to approximately 0° C. Triethylamine (0.52 ml) was added to the reaction solution, and methanesulfonyl chloride (0.28 ml) was then added dropwise to the mixed solution. The obtained mixture was stirred for approximately 1 hour. The precipitated crystals were collected by filtration, and were then washed with methylene chloride (1 ml). The obtained crystals were dried under reduced pressure to obtain 866 mg of the title compound (yield: 72%).

Quelle