Cytidine → 2'-O-Propylcytidine

HRID 1416717Notes

Reaction equation

HRID 1416717 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-085156ca1da045d084a278f0b6555007
Source dataset
uspto-grants-1999_06
Patent number
US05914396

Reaction notes

Loading…