Reaktion #84691

Reaktionsgleichung

trans-tert-butyl 4-(benzyloxycarbonylamino)-3-hydroxypiperidine-1-carboxylate

triethylamine

methanesulfonyl chloride

→

title compound

Ausbeute 97.9%

trans-tert-butyl 4-(benzyloxycarbonylamino)-3-(methylsulfonyloxy)-piperidine-1-carboxylate

Ausbeute 97.9%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe solution was washed with water (150 mL×3) and brine
2. 2
   Trocknendried over anhydrous sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   Einengenfollowed by concentration under reduced pressure

Vorschrift

To a solution of trans-tert-butyl 4-(benzyloxycarbonylamino)-3-hydroxypiperidine-1-carboxylate (5.0 g, 14.3 mmol) and triethylamine (4.5 g, 43.0 mmol) in dichloromethane (100 mL) was added methanesulfonyl chloride (4.9 g, 43.0 mmol) at 0° C., and the mixture was stirred at 0° C. for 2 hours. The solution was washed with water (150 mL×3) and brine, dried over anhydrous sodium sulfate and filtered, followed by concentration under reduced pressure to give the title compound (6.0 g, crude) as a yellow oil. MS (ES+) C19H28H2O7S requires: 428, found: 329 [M+H−100]+.

Quelle