Potassium Carbonate → 9-(3-Diethoxyphosphorylmethoxy-2-methylidene propyl)6-chloro-2-aminopurine

HRID 398770Notes

Reaction equation

[CH2:1]([O:3][P:4]([CH2:9][O:10][CH2:11][C:12]([CH2:14]Cl)=[CH2:13])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[Cl:16][C:17]1[N:25]=[C:24]([NH2:26])[N:23]=[C:22]2[C:18]=1[NH:19][CH:20]=[N:21]2.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:6]([O:5][P:4]([CH2:9][O:10][CH2:11][C:12](=[CH2:13])[CH2:14][N:21]1[CH:20]=[N:19][C:18]2[C:22]1=[N:23][C:24]([NH2:26])=[N:25][C:17]=2[Cl:16])([O:3][CH2:1][CH3:2])=[O:8])[CH3:7]

Participants

Conditions

Temperature: 20 °C

Procedure

A mixture of (2-chloromethyl-2-propenyloxymethyl)-phosphonic acid diethylester (0.285 g, 1.1 mmol), 6-chloro-2-aminopurine (0.25 g, 1.5 mmol) and potassium carbonate (0.24 g, 1.5 mmol) in anhydrous dimethylformamide is stirred 2 days at 20° C. Then the reaction mixture is concentrated in vacuo and the title product is obtained by flash chromatography on silica gel (0.22 g, 51%).

Workup

concentrationThen the reaction mixture is concentrated in vacuo

Sources & evidence

ORD record: ord-79aeba62ab1641a68ba75ac41ec83b3b
Source dataset: uspto-grants-1998_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05817647

Reaction notes

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