HCID 13066370, compound → HCID 54073399, compound

HRID 328555Notes

Reaction equation

HRID 328555 reaction equation
[C@@H:1]1([N:10]2[CH:17]=[C:16]([F:18])[C:14](=[O:15])[NH:13][C:11]2=[O:12])[O:7][C@H:6]([CH2:8][OH:9])[C@H:4]([OH:5])[C@@H:2]1[OH:3]>O.[Rh]>[F:18][CH:16]1[CH2:17][N:10]([C@@H:1]2[O:7][C@H:6]([CH2:8][OH:9])[C@H:4]([OH:5])[C@@H:2]2[OH:3])[C:11](=[O:12])[NH:13][CH:14]1[OH:15].[F:18][CH:16]1[CH2:17][N:10]([C@@H:1]2[O:7][C@H:6]([CH2:8][OH:9])[C@H:4]([OH:5])[C@@H:2]2[OH:3])[C:11](=[O:12])[NH:13][CH2:14]1

Participants

5

Reactant 1

HCID 13066370HCID 13066370, compound

Product 2

HCID 54073399HCID 54073399, compoundHCID 54524434HCID 54524434, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 962WaterSolvent

Procedure

In the manner given in Example 2D, 1-β-D-lyxofuranosyl-5-fluorouracil, [C. N. Yung et al., J. Am. Chem. Soc. 83, 4060 (1961)] was catalytically hydrogenated in ammoniacal water in the presence of a rhodium on alumina catalyst to give 5-fluoro-4-hydroxy-1-β-D-lyxofuranosyl-tetrahydro-2(1H)-pyrimidinone and 5-fluoro-1-β-D-lyxofuranosyl-tetrahydro-2(1H)-pyrimidinone which were separated by extraction in a Craig apparatus.

Sources & evidence

ORD record
ord-2209c3a5b62247c18d2f1e225bf852dd
Source dataset
uspto-grants-1977_04
Patent number
US04017606

Reaction notes

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