반응 #635178

반응 방정식

Compound 114

5′-O-tert-Butyldiphenylsilyl-2′-O-(2-methoxyethyl)-4′-thio-uridine

Acetic acid

→

Compound 51

수율 83.0%

2′-O-(2-Methoxyethyl)-4′-thio-uridine

수율 83.0%

용매

THF

THF

반응 조건

후처리

1. 1
   기타the resulting reaction mixture
2. 2
   기타The solvent was removed under reduced pressure
3. 3
   기타the residue obtained
4. 4
   기타was purified by flash silica gel column chromatography
5. 5
   세척eluted with acetone

실험 절차

To a solution of Compound 114 (0.49 g, 0.88 mmol) in anhydrous THF (37 mL) 1M tetrabutylammonium fluoride in THF (1.8 mL) was added. Acetic acid (0.12 mL, 2.03 mmol) was added to this mixture and the resulting reaction mixture stirred at room temperature for 30 min. The solvent was removed under reduced pressure and the residue obtained was purified by flash silica gel column chromatography and eluted with acetone to yield Compound 51 (0.23 g, 83%). 1H NMR (300 MHz, DMSO-d6): 11.2 (s, 1 H), 8.04 (d, 1H,), 5.94 (d, 1H), 5.69 (d, 1H), 5.20 (d, 1H), 4.15 (t, 1H), 4.04 (m, 1H), 3.67-3.53 (m, 6 H), 3.47-3.36 (m, 2H), 3.31 (s, 3H); MS (API-ES) m/z 341.0 [M+Na]+.

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