반응 #6353

반응 방정식

diethyl (S)-[2-benzyloxy-1-(t-butyldiphenylsilyloxymethyl)ethoxy]methylphosphonate

hydrogen

CH2Cl2 MeOH

→

title compound

수율 85.1%

Diethyl (S)-[1-(t-butyldiphenylsilyloxymethyl)-2-hydroxyethoxy]methylphosphonate

수율 85.1%

용매

ethanol

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered
2. 2
   기타the filtrate evaporated
3. 3
   기타the residue obtained
4. 4
   기타chromatographed on silica gel (dichloromethanemethanol, 95:5 as eluant)

실험 절차

To a solution of diethyl (S)-[2-benzyloxy-1-(t-butyldiphenylsilyloxymethyl)ethoxy]methylphosphonate (1.90 g, 3.3 mmol) in ethanol (20 ml) containing a trace of methanol/HCl (10 drops), was added 10%Pd-C (1.2 g). The mixture was shaken under an atmosphere of hydrogen at ambient temperature and atmospheric pressure until hydrogen uptake was complete and t.l.c. (SiO2, CH2Cl2 -MeOH, 95:5) indicated no starting material remained. The reaction mixture was filtered, the filtrate evaporated and the residue obtained chromatographed on silica gel (dichloromethanemethanol, 95:5 as eluant) to give the title compound as a colourless oil (1.35 g, 84%).

출처