تفاعل #1702092

معادلة التفاعل

CBzCl

HCl

(2-amino-ethyl)-phosphonic acid diethyl ester

iPr2NEt

→

(2-benzyloxycarbonylamino-ethyl)-phosphonic acid diethyl ester

المذيبات

EtOAc

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction was quenched by the addition of saturated NaHCO3
2. 2
   أخرىThe mixture was then partitioned between CH2Cl2 and H2O
3. 3
   أخرىThe layers were separated
4. 4
   غسيلthe organic layer was washed with brine
5. 5
   تجفيفdried over Na2SO4
6. 6
   أخرىThe drying agent was removed by vacuum filtration

الإجراء التجريبي

The HCl salt of (2-amino-ethyl)-phosphonic acid diethyl ester (4.5 g, 20.7 mmol) was dissolved in CH2Cl2 (100 mL). To this solution was added CBzCl (3.2 mL, 22.7 mmol), followed by iPr2NEt (14.4 mL, 82.8 mmol). The reaction was stirred at room temperature until complete, as determined by TLC (eluent: 100% EtOAc). The reaction was quenched by the addition of saturated NaHCO3. The mixture was then partitioned between CH2Cl2 and H2O. The layers were separated and the organic layer was washed with brine and then dried over Na2SO4. The drying agent was removed by vacuum filtration and (2-benzyloxycarbonylamino-ethyl)-phosphonic acid diethyl ester was isolated from the concentrated filtrate by silica gel column chromatography (EtOAc/hexanes) (5.98 g, 92%).

المصدر