Ethanol → HCID 135795209, compound

HRID 1974853Notes

Reaction equation

HRID 1974853 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2C([N:6]=[CH:7][N:8]2[CH2:11][CH:12]2[CH2:17][O:16][P:15]([O:19]CC)(=[O:18])[CH2:14][CH2:13]2)=C(Cl)[N:3]=1.[OH-:23].[Na+:24].[CH2:25]([OH:27])[CH3:26]>O>[NH:1]1[C:25](=[O:27])[C:26]2[N:6]=[CH:7][N:8]([CH2:11][CH:12]([CH2:17][OH:16])[CH2:13][CH2:14][P:15]([O-:19])(=[O:23])[O-:18])[C:9]=2[N:10]=[C:2]1[NH2:3].[Na+:24].[Na+:24]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 19027587HCID 19027587, compound

Product 1

HCID 135795209HCID 135795209, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-amino-6-chloro-9-[(2-ethoxy-2-oxo-1,2-oxaphosphorinan-5-yl)methyl]purine (VSC 655; 102 mg, 0,295 mmol) in ethanol (2 ml), water (2 ml), and 2M aqueous sodium hydroxide (1.0 ml, 2 mmol) was kept at 80° C. for 3 days, neutralized by addition of weakly acidic Amberlite cation exchange resin, filtered, and evaporated to dryness to give disodium 3-(guanin-9-ylmethyl)-4-hydroxybutanephosphonate.

Workup

  1. additionneutralized by addition of weakly acidic Amberlite cation exchange resin
  2. filtrationfiltered
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-e693690d07ac43788ab18cee4ecee89d
Source dataset
uspto-grants-1994_02
Patent number
US05284837

Reaction notes

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