Adenine → HCID 136114343, compound

HRID 637656Notes

Reaction equation

HRID 637656 reaction equation
[CH:1]([CH:3]([O:6][CH:7]([N:10]1[CH:18]=[N:17][C:16]2[C:15](=[O:19])[NH:14][CH:13]=[N:12][C:11]1=2)[CH:8]=[O:9])[CH2:4][OH:5])=[O:2].[N:20]1[C:28]([NH2:29])=[C:27]2[C:23]([N:24]=[CH:25][NH:26]2)=[N:22][CH:21]=1>CO.O>[OH:9][CH:8]1[C@H:7]([N:10]2[CH:18]=[N:17][C:16]3[C:15](=[O:19])[NH:14][CH:13]=[N:12][C:11]2=3)[O:6][C@H:3]([CH2:4][OH:5])[CH:1]([OH:2])[N:29]1[C:28]1[N:20]=[CH:21][N:22]=[C:23]2[C:27]=1[NH:26][CH:25]=[N:24]2

Participants

5

Reactant 2

HCID 190AdenineHCID 135428309HCID 135428309, compound

Product 1

HCID 136114343HCID 136114343, compoundYield 79.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

[R-(R*, R*)]-α-(1-Formyl-2-hydroxyethoxy)-1,6-dihydro-6-oxo-9H-purine-9-acetaldehyde, (inosinedialdehyde), (2.66 g) was dissolved in a mixture of methanol (100 ml) and water (100 ml). To the solution was added adenine (1.35 g). The mixture was stirred at ambient temperature for one day and filtered. The filtrate was evaporated in vacuo at 35° C. The residue was triturated with acetone to give 9-[(2R, 6R)-3,5-dihydroxy-6-hydroxymethyl-4-(6-purinyl)morpholin-2-yl]hypoxanthine (3.20 g).

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated in vacuo at 35° C
  3. customThe residue was triturated with acetone

Sources & evidence

ORD record
ord-bc4b47808fc443de89a6f44841205575
Source dataset
uspto-grants-1985_12
Patent number
US04558047

Reaction notes

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