반응 #951033

반응 방정식

N-trityl-1,3-dihydroxy-2-propanamine

NaH

4-(benzoxazol-2-yl)benzylbromide

→

N-trityl-1-[4-(benzoxazol-2-yl)benzyloxy]-3-hydroxy-2-propanamine

용매

THF

CH2Cl2

반응 조건

후처리

1. 1
   온도the reaction is warmed to room temperature
2. 2
   workup.STIRRINGto stir for 15 hours
3. 3
   세척washed with H2O 2×
4. 4
   건조dried (Na2SO4)
5. 5
   농축concentrated
6. 6
   기타purified by column chromatography with basic alumina
7. 7
   세척eluted with 2% MeOH/98% CH2Cl2

실험 절차

N-trityl-1,3-dihydroxy-2-propanamine (3.7 g; 11 mmol) is dissolved in THF (22 ml) and cooled to 0° C. NaH (0.44 g; 11 mmol; 60% in oil) is added and the reaction is warmed to room temperature and allowed to stir for 2 hours. 4-(benzoxazol-2-yl)benzylbromide (1.6 g; 5.5 mmol) is added and the reaction allowed to stir for 15 hours.. The reaction is diluted with CH2Cl2 and washed with H2O 2×, dried (Na2SO4), concentrated and purified by column chromatography with basic alumina and eluted with 2% MeOH/98% CH2Cl2 to obtain N-trityl-1-[4-(benzoxazol-2-yl)benzyloxy]-3-hydroxy-2-propanamine as a white solid which is used directly in Step E.

출처