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ChemicalBook CAS DataBase List 5-Methyluridine

5-Methyluridine synthesis

14synthesis methods
-

Yield:1463-10-1 95%

Reaction Conditions:

with ammonia in ethanol at 20;

Steps:

6 Example 6; 1-(β-L-Ribofuranosyl)thymine (4, B=thymine)

Compound 3 (B=thymine, R2=Bz) prepared above (28 g, 0.05 mol) in 560 mL of ethanolic ammonia (saturated at 0° C.) is kept standing overnight at room temperature. The solution is concentrated in vacuo, and the residue is triturated with diethyl ether (200 mL×2) to remove ethyl benzoate and benzamide. The insoluble residue is crystallized from ethanol to give 13.0 g (95%) of 4 (B=thymine), mp 183-185° C. The 1H-NMR spectrum of this sample is identical to that of the D-counterpart. (Fox, J. J.; Yung, N.; Davoll, J.; Brown, G. B. J. Am. Chem. Soc. 1956, 78, 2117.)

References:

US2005/90660,2005,A1 Location in patent:Page/Page column 36

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