Reacción #453124

Ecuación de reacción

compound 105

5'--O-tert-Butyldiphenylsilyl-2'--O-[N,N-dimethylaminooxyethyl]-5-methyluridine

Triethylamine trihydrofluoride

triethylamine

MeOH

→

106

Rendimiento 92.5%

2'--O-(dimethylaminooxyethyl)-5-methyluridine

Rendimiento 92.5%

Disolventes

CH2Cl2

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroReaction
2. 2
   OtroSolvent removed under vacuum
3. 3
   Lavadoeluted with 10% MeOH in CH2Cl9

Procedimiento

Triethylamine trihydrofluoride (3.91 mL, 24.0 mmol) was dissolved in dry THF and triethylamine (1.67 mL, 12 mmol, dry, kept over KOH). This mixture of triethylamine-2HF was then added to compound 105 (1.40 g, 2.4 mmol) and stirred at room temperature for 24 hrs. Reaction was monitored by TLC (5% MeOH in CH2Cl2). Solvent removed under vacuum and the residue placed on a flash column and eluted with 10% MeOH in CH2Cl9 to get 106 (766 mg, 92.5%). Rf 0.27 (5% MeOH in CH2Cl2). MS (FAB⊕) m/e 346 (M+H⊕)

Fuente