Methyl iodide → HCID 40578255, compound

HRID 1076173Notes

Reaction equation

HRID 1076173 reaction equation
[SH:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@@H:12]1[OH:13].CI.[C:22](=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:22][S:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@@H:12]1[OH:13]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178521070(2R,3S,4S,5R)-2-(hydroxymethyl)-5-(6-sulfanylpurin-9-yl)oxolane-3,4-diol

Product 1

HCID 40578255HCID 40578255, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

6-mercapto-9-(β-D-arabinofuranosyl)purine is reacted at room temperature with methyl iodide in dimethyl sulphoxide in the presence of anhydrous potassium carbonate to give 6-methylthio-9-(β-D-arabinofuranosyl)purine, m.p. 99°-101° C.

Sources & evidence

ORD record
ord-3ae7b53494ac41308671f38f513d1da7
Source dataset
uspto-grants-1976_05
Patent number
US03956277

Reaction notes

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