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HCID 7078333, compound → HCID 53801005, compound

HRID 328556
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Reaction equation

HRID 328556 reaction equation
[C@@H:1]1([N:10]2[CH:18]=[C:16]([CH3:17])[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]>[CH3:17][CH:16]1[CH2:18][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].[CH3:17][CH:16]1[CH2:18][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
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 1

HCID 7078333HCID 7078333, compound

Product 2

HCID 53801005HCID 53801005, compoundHCID 54017824HCID 54017824, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 962WaterSolvent

Procedure

In the manner given in Example 2D, 1-β-D-xylofuranosylthymine [Fox et al., J. Am. Chem. Soc. 80, 5155 (1958)] was hydrogenated in ammoniacal water in the presence of a rhodium on alumina catalyst to give 5-methyl-4-hydroxy-1-β-D-xylofuranosyl-tetrahydro-2(1H)-pyrimidinone and 5-methyl-1-β-D-xylofuranosyl-tetrahydro-2(1H)-pyrimidinone.

Sources & evidence

ORD record
ord-5a986ff77a3b4828822c1fcda0b4a896
Source dataset
uspto-grants-1977_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04017606

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes