HCID 178418361, compound → HCID 178520964, compound

HRID 129095Notes

Reaction equation

HRID 129095 reaction equation
[C@@H:1]1([N:10]2[C:19]3[N:18]=[CH:17][N:16]=[C:14]([OH:15])[C:13]=3[N:12]=[CH:11]2)[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4](O)[C@H:2]1O.[H][H]>[Pd]>[C@@H:1]1([N:10]2[C:19]3[N:18]=[CH:17][N:16]=[C:14]([OH:15])[C:13]=3[N:12]=[CH:11]2)[O:9][C@H:6]([CH2:7][OH:8])[CH2:4][CH2:2]1

Participants

4

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178521066(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-hydroxypurin-9-yl)oxolane-3,4-diol

Product 1

HCID 178520964HCID 178520964, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In Step 4, inosine derivative (IV') is subjected to reduction with hydrogen (H2) in an organic solvent over a palladium catalyst. This reduction proceeds with minimum substrate decomposition. This is followed by hydrolysis or ester exchange reaction, giving 2',3'-dideoxyinosine derivative (A').

Sources & evidence

ORD record
ord-0e3ac7150bca4135ac10fa91e89337db
Source dataset
uspto-grants-1995_11
Patent number
US05466793

Reaction notes

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