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ChemicalBook CAS DataBase List 3'-fluoro-3'-deoxyadenosine
75059-22-2

3'-fluoro-3'-deoxyadenosine synthesis

9synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 9 steps
1: 100 percent / Ag2O / dimethylformamide / 24 h / Ambient temperature
2: 92 percent / acetic acid / H2O / 1 h / 50 °C
3: 95 percent / imidazole / dimethylformamide / 3 h / 0 °C
4: 106.8 g / 2,6-lutidine / CH2Cl2 / 2 h / 0 °C
5: 58 percent / tetrabutylammonium fluoride / tetrahydrofuran / 7 h / 0 °C
6: H2 / 5percent Pd/C / ethanol / 24 h
7: pyridine / 24 h / Ambient temperature
8: 1.) 30percent HBr, 2.) Hg(CN)2 / 1.) AcOH, Ac2O, RT; 4 h, 2.) nitromethane, reflux, 1 h
9: 90 percent / NaOMe / methanol / 1 h / Heating

References:

Morizawa;Nakayama;Yasuda;Uchida [Bulletin of the Chemical Society of Japan,1989,vol. 62,# 6,p. 2119 - 2120]