Reaktion #1698432

Reaktionsgleichung

TMS-triazole

Z-L-Pro-Cl

→

title compound

2-oxazol-2-yl-pyrrolidine-1-carboxylic acid benzyl ester

Lösungsmittel

sulfolane

sulfolane

brine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe temperature is elevated to 140° C. for 3 hours
2. 2
   TemperaturAfter the reaction mixture is cooled to rt
3. 3
   Extraktionextracted with diethyl ether
4. 4
   WaschenThe diethyl ether extracts are washed with brine
5. 5
   Trocknendried over anhydrous Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   SonstigeThe residue is purified by flash chromatography (DCM:acetone=9:1)

Vorschrift

To a solution of TMS-triazole (14.17 g, 100.3 mmol, 1 equiv.) in sulfolane (290 mL) at rt under nitrogen, is added dropwise Z-L-Pro-Cl (26.85 g, 100.3 mmol, 1 equiv.) in sulfolane (70 mL). The resulting mixture is stirred at rt for 30 minutes, then the temperature is elevated to 140° C. for 3 hours. After the reaction mixture is cooled to rt, poured into excess brine and extracted with diethyl ether. The diethyl ether extracts are washed with brine, dried over anhydrous Na2SO4, filtered and evaporated. The residue is purified by flash chromatography (DCM:acetone=9:1) to give the title compound as a light yellow oil.

Quelle