반응 #51523

반응 방정식

5′-O-tert-butyldiphenylsilyl-N6-benzoyl-2′-O-(2,3-dihydroxypropyl)-adenosine

MeOH

→

title compound

수율 105.2%

5′-O-tert-butyldiphenylsilyl-N6-benzoyl-2′-O-(formylmethyl)-adenosine

수율 105.2%

용매

CH2Cl2

CH2Cl2

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타Reaction
3. 3
   기타Reaction mixture
4. 4
   여과was filtered
5. 5
   세척the filtrate washed thoroughly with CH2Cl2
6. 6
   기타Dichloromethane layer evaporated

실험 절차

5′-O-tert-butyldiphenylsilyl-N6-benzoyl-2′-O-(2,3-dihydroxypropyl)-adenosine (5.59 g, 8.17 mmol) was dissolved in dry CH2Cl2 (40.42 mL). To this NaIO4 adsorbed on silica gel (Ref. J. Org. Chem. 1997, 62, 2622-2624) (16.34 g, 2 g/mmol) was added and stirred at ambient temperature for 30 minutes. Reaction monitored by TLC (5% MeOH in CH2Cl2). Reaction mixture was filtered and the filtrate washed thoroughly with CH2Cl2. Dichloromethane layer evaporated to get the title compound (5.60 g) that was used in the next step without purification. Rf 0.3 (5% MeOH in CH2Cl2)

출처