Cytidine → 2'-O-Propylcytidine

HRID 341939Notes

Reaction equation

HRID 341939 reaction equation
[C@@H:1]1([N:10]2[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]2=[O:12])[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[C@H:2]1[OH:3].[H-].[Na+].Br[CH2:21][CH2:22][CH3:23]>CN(C=O)C>[CH2:21]([O:3][C@@H:2]1[C@H:4]([OH:5])[C@@H:6]([CH2:7][OH:8])[O:9][C@H:1]1[N:10]1[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]1=[O:12])[CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 6175CytidineHCID 78401-BromopropaneHCID 24758Sodium hydride

Product 1

HCID 228747462'-O-Propylcytidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Cytidine (16.5 g, 0.068 mol) was treated with sodium hydride (4.5 g) and bromopropane (15 ml) in DMF (150 ml) at room temperature for three days. The resulting reaction mixture was used directly in the next step (see Example 83).

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-0a113fe2dad34c229f34847b2ba0ae7e
Source dataset
uspto-grants-1999_01
Patent number
US05856466

Reaction notes

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