تفاعل #159585

معادلة التفاعل

1-(tert-butoxycarbonyl)azetidine-3-carboxylic acid

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

1-hydroxybenzotriazole hydrate

N,N-diisopropylethylamine

→

title compound ( D26 )

tert-butyl 3-(methoxy(methyl)carbamoyl)azetidine-1-carboxylate

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was then concentrated to half volume in vacuo
2. 2
   workup.ADDITIONpoured into water (60 ml)
3. 3
   استخلاصextracted with ethylacetate (3×60 ml)
4. 4
   غسيلThe combined organic phases were washed with saturated aqueous NH4Cl (100 ml), saturated aqueous NaHCO3 (100 ml), water and brine (100 ml)
5. 5
   تجفيفdried with Na2SO4 anhydrous (50 g)
6. 6
   تركيزconcentrated under reduced atmosphere
7. 7
   أخرىCollected organics after solvent evaporation

الإجراء التجريبي

A mixture of 1-(tert-butoxycarbonyl)azetidine-3-carboxylic acid (D25) (5 g, 24.85 mmol), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (14.39 g, 75.55 mmol), 1-hydroxybenzotriazole hydrate (0.38 g, 2.48 mmol) and N,N-diisopropylethylamine (34.6 ml, 198 mmol) in dimethylformamide (80 ml) was stirred overnight at room temperature. The reaction mixture was then concentrated to half volume in vacuo, poured into water (60 ml) and extracted with ethylacetate (3×60 ml). The combined organic phases were washed with saturated aqueous NH4Cl (100 ml), saturated aqueous NaHCO3 (100 ml), water and brine (100 ml), dried with Na2SO4 anhydrous (50 g) and concentrated under reduced atmosphere. Collected organics after solvent evaporation afforded the title compound (D26) (5.33 g)

المصدر