反応 #2069937

反応方程式

ethyl chlorocarbonate

3-amino-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester

DIEA

→

title compound

収率 72.0%

3-Amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester

収率 72.0%

溶媒

THF

THF

反応条件

後処理

1. 1
   その他to reach r.t.
2. 2
   その他The obtained mixture was evaporated to dryness under vacuum
3. 3
   抽出The resulting residue was extracted with AcOEt and water
4. 4
   その他The organic phase was separated
5. 5
   乾燥dried over sodium sulfate
6. 6
   その他evaporated to dryness
7. 7
   その他The mixture was purified by flash-chromatography (eluent: ethyl acetate/cyclohexane 4/6 to 7/3)

実験手順

A solution of ethyl chlorocarbonate (8.9 ml, 93 mmol) in THF (250 ml) was added slowly to a mixture of 3-amino-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester (20 g, 89 mmol) and DIEA (92 ml, 528 mmol) in THF (500 ml) at 0-5° C. The reaction was kept at the same temperature for two hours then allowed to reach r.t. and stirred overnight. The obtained mixture was evaporated to dryness under vacuum. The resulting residue was extracted with AcOEt and water. The organic phase was separated, dried over sodium sulfate and evaporated to dryness. The mixture was purified by flash-chromatography (eluent: ethyl acetate/cyclohexane 4/6 to 7/3) to give 19 g (72% yield) of the title compound as a white solid.

出典