تفاعل #51498

معادلة التفاعل

ammonium hydroxide

(2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,5-difluorophenyl)propanoic acid

potassium carbonate

dimethyl sulfate

→

title compound

(2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,5-difluorophenyl)propanoic acid methyl ester

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONis added
2. 2
   workup.STIRRINGThe contents are stirred for 30 min
3. 3
   درجة الحرارةthen cooled to 0°
4. 4
   ترشيحfiltered
5. 5
   غسيلThe solids are washed with cold water (20 mL)
6. 6
   أخرىdried under reduced pressure

الإجراء التجريبي

(2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,5-difluorophenyl)propanoic acid (I, 5.0 g, 0.017 moles, 1.0 equivalent) and potassium carbonate (2.5 g, 0.018 moles, 1.1 equivalent) and DMF (100 mL) are mixed. To this heterogeneous mixture is then added dimethyl sulfate (1.6 mL, 2.1 g, 0.017 moles, 1.0 equivalent) and the contents are then stirred at 20-25° overnight. Once the reaction is complete as measured by HPLC, ammonium hydroxide (10%, 20 mL) is added and allowed to stir for 1 hr. The contents are stirred for 30 min then cooled to 0° and filtered. The solids are washed with cold water (20 mL) and dried under reduced pressure to give the title compound.

المصدر