تفاعل #72929

معادلة التفاعل

N-(tert-butoxycarbonyl)-2-phenyl-D-alanine

O-(benzotriazol-1-yl)-1,1,3,3-tetramethyluronium

morpholine

diisopropylethylamine

→

N-(tert-butoxycarbonyl)-(1S)-1-methyl-2-morpholin-4-yl-2-oxo-1-phenylethylamine

المردود 88.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىthe solvent was removed
2. 2
   workup.DISSOLUTIONthe residue dissolved with dichloromethane
3. 3
   غسيلThe solution was washed with saturated NaHCO3, brine, water
4. 4
   تجفيفdried over Na2SO4
5. 5
   أخرى700 mg of the title compound were recovered (88% yield)

الإجراء التجريبي

630 mg (2.374 mmol) of N-(tert-butoxycarbonyl)-2-phenyl-D-alanine were dissolved in 20 mL of dry DMF and O-(benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoborate (TBTU, 1.37 g, 4.27 mmol), morpholine (0.412 mL, 4.73 mmol) and diisopropylethylamine (1.63 mL, 9.5 mol) were added. The mixture was stirred at room temperature for 1 hour, then the solvent was removed and the residue dissolved with dichloromethane. The solution was washed with saturated NaHCO3, brine, water and dried over Na2SO4. 700 mg of the title compound were recovered (88% yield).

المصدر