Ammonia → Diammonium [4-(7-ethoxymethyl-3-methylxanthin-1-yl)butyl]phosphonate

HRID 2021

Reaktionsgleichung

C[Si](Br)(C)C.[CH2:6]([O:8][CH2:9][N:10]1[C:18]2[C:17](=[O:19])[N:16]([CH2:20][CH2:21][CH2:22][CH2:23][P:24](=[O:27])([O-:26])[O-:25])[C:15](=[O:28])[N:14]([CH3:29])[C:13]=2[N:12]=[CH:11]1)[CH3:7].CO.[NH3:32]>ClCCl>[CH2:6]([O:8][CH2:9][N:10]1[C:18]2[C:17](=[O:19])[N:16]([CH2:20][CH2:21][CH2:22][CH2:23][P:24](=[O:25])([O-:27])[O-:26])[C:15](=[O:28])[N:14]([CH3:29])[C:13]=2[N:12]=[CH:11]1)[CH3:7].[NH4+:32].[NH4+:10]

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

3.4 ml (0.026 mol) of trimethylsilyl bromide were slowly added dropwise at 0° C., under an argon atmosphere, to a solution of 4.16 g (0.01 mol) of [4-(7-ethoxymethyl-3-methylxanthin-1-yl)butyl]phosphonate in 5 ml of dichloromethane. The solution was stirred at 0° C. for 1 hour and at room temperature for 2 hours. The dichloromethane was then evaporated and the oily residue which remained was dried in a bulb tube in an oil pump vacuum to remove excess trimethylsilyl bromide and ethyl bromide formed. The residue was taken up in a little methanol and treated with 1 ml of concentrated ammonia solution and stirred at room temperature for 2 hours. After evaporating the solvent, the diammonium salt was crystallized from a methanoltdiisopropyl ether mixture.

Aufarbeitung

customThe dichloromethane was then evaporated
customthe oily residue which remained was dried in a bulb tube in an oil pump vacuum
customto remove excess trimethylsilyl bromide and ethyl bromide
customformed
stirringstirred at room temperature for 2 hours
customAfter evaporating the solvent
customthe diammonium salt was crystallized from a methanoltdiisopropyl ether mixture

Quellen und Nachweise

ORD-Eintrag: ord-8959e916559b4ac888f77a67d88387d1
Quelldatensatz: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05728686

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