Реакция #1519122

Уравнение реакции

TMS-triazole

Z-L-Pro-Cl

→

title compound

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

Растворители

sulfolane

sulfolane

brine

Условия реакции

Обработка

1. 1
   workup.WAITthe temperature is elevated to 140° C. for 3 hours
2. 2
   ТемператураAfter the reaction mixture is cooled to rt
3. 3
   Экстракцияextracted with diethyl ether
4. 4
   ПромывкаThe diethyl ether extracts are washed with brine
5. 5
   Сушкаdried over anhydrous Na2SO4
6. 6
   Фильтрацияfiltered
7. 7
   Другоеevaporated
8. 8
   ДругоеThe residue is purified by flash chromatography (DCM:acetone=9:1)

Методика

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.

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