تفاعل #1519122

معادلة التفاعل

TMS-triazole

Z-L-Pro-Cl

→

title compound

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

المذيبات

sulfolane

sulfolane

brine

ظروف التفاعل

المعالجة

1. 1
   workup.WAITthe temperature is elevated to 140° C. for 3 hours
2. 2
   درجة الحرارةAfter the reaction mixture is cooled to rt
3. 3
   استخلاصextracted with diethyl ether
4. 4
   غسيلThe diethyl ether extracts are washed with brine
5. 5
   تجفيفdried over anhydrous Na2SO4
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated
8. 8
   أخرىThe residue is purified by flash chromatography (DCM:acetone=9:1)

الإجراء التجريبي

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.

المصدر