Adenine → 9-(2-Hydroxypropyl)adenine, (R)-

HRID 1890234Notes

Reaction equation

HRID 1890234 reaction equation
C1(=O)[O:6][C@H:4]([CH3:5])[CH2:3]O1.[N:8]1[C:16]([NH2:17])=[C:15]2[C:11]([N:12]=[CH:13][NH:14]2)=[N:10][CH:9]=1.[OH-].[Na+]>CN(C)C=O>[OH:6][C@H:4]([CH3:5])[CH2:3][N:12]1[CH:13]=[N:14][C:15]2[C:11]1=[N:10][CH:9]=[N:8][C:16]=2[NH2:17]

Participants

5

Reactant 3

HCID 190AdenineHCID 14798Sodium HydroxideHCID 641813(4R)-4-methyl-1,3-dioxolan-2-one

Product 1

HCID 4452119-(2-Hydroxypropyl)adenine, (R)-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a reaction vessel containing inert atmosphere, e.g., nitrogen, was added carbonate (A), adenine, N,N-dimethylformamide (DMF) and catalytic amount of base such as sodium hydroxide, then (R)-9-(2-hydroxypropyl)adenine (B) was obtained;

Workup

  1. additionTo a reaction vessel containing inert atmosphere, e.g., nitrogen

Sources & evidence

ORD record
ord-1ab64f49e11a45adab32092bff058fa2
Source dataset
uspto-grants-2013_08
Patent number
US08507463B2

Reaction notes

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