3'-Azido-2',3'-dideoxy-5-ethyluridine → Uridine, 3'-amino-2',3'-dideoxy-5-ethyl-

HRID 1904995Notes

Reaction equation

HRID 1904995 reaction equation
[N:1]([C@@H:4]1[C@@H:8]([CH2:9][OH:10])[O:7][C@@H:6]([N:11]2[CH:18]=[C:17]([CH2:19][CH3:20])[C:15](=[O:16])[NH:14][C:12]2=[O:13])[CH2:5]1)=[N+]=[N-]>[Pd]>[NH2:1][C@@H:4]1[C@@H:8]([CH2:9][OH:10])[O:7][C@@H:6]([N:11]2[CH:18]=[C:17]([CH2:19][CH3:20])[C:15](=[O:16])[NH:14][C:12]2=[O:13])[CH2:5]1

Participants

3

Reactant 1

HCID 4513663'-Azido-2',3'-dideoxy-5-ethyluridine

Product 1

HCID 451453Uridine, 3'-amino-2',3'-dideoxy-5-ethyl-Yield 88%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

An aqueous solution (15 ml) of 3'-azido-5-ethyl-2',3'-dideoxyuridine (376 mg) is hydrogenated with 10% Pd/C (100 mg) at room temperature under 1 atmosphere for one hour. The mixture is filtered through a celite pad, evaporated down to ca. 2 ml, and then freeze-dried to obtain a foam (300 mg, 88%).

Workup

  1. filtrationThe mixture is filtered through a celite pad
  2. customevaporated down to ca. 2 ml
  3. customfreeze-dried

Sources & evidence

ORD record
ord-4e0e768fb86d43d7acb5d3a3a4120119
Source dataset
uspto-grants-1989_06
Patent number
US04841039

Reaction notes

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