HCID 451826, compound → 5'-Amino-2',5'-dideoxy-5-ethyluridine

HRID 2119037Notes

Reaction equation

HRID 2119037 reaction equation
[N:1]([CH2:4][C@H:5]1[O:9][C@@H:8]([N:10]2[CH:17]=[C:16]([CH2:18][CH3:19])[C:14](=[O:15])[NH:13][C:11]2=[O:12])[CH2:7][C@@H:6]1[OH:20])=[N+]=[N-].[H][H]>O.CO.[Pd]>[NH2:1][CH2:4][C@H:5]1[O:9][C@@H:8]([N:10]2[CH:17]=[C:16]([CH2:18][CH3:19])[C:14](=[O:15])[NH:13][C:11]2=[O:12])[CH2:7][C@@H:6]1[OH:20]

Participants

5

Reactant 2

HCID 451826HCID 451826, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 4518285'-Amino-2',5'-dideoxy-5-ethyluridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

5'-Azido-5-ethyl-2',5'-dideoxyuridine (300 mg) is dissolved in a mixture of water-methanol (1:1, 25 ml) and then hydrogen gas is introduced with 10% Pd/C at room temperature under 1 atmosphere for 2 hr, after which the mixture is filtered and the filtrate is evaporated to a foam (160 mg, 50%).

Workup

  1. filtrationafter which the mixture is filtered
  2. customthe filtrate is evaporated to a foam (160 mg, 50%)

Sources & evidence

ORD record
ord-1e067940990d48dc87da9d2d9e5725a3
Source dataset
uspto-grants-1987_07
Patent number
US04681933

Reaction notes

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