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Synthesis of 9,9'-[1,2-ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an impurity of acyclovir.

Synthesis of 9,9'-[1,2-ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an impurity of acyclovir.

Molecules (Basel, Switzerland) (2012-07-27)

Rosa M Suárez, Maria Paz Matía, José Luis Novella, Andres Molina, Antonio Cosme, Juan José Vaquero, Julio Alvarez-Builla

ZUSAMMENFASSUNG

The synthesis of 9,9'-[1,2-ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, a minor impurity of acyclovir, is described. Starting with commercial N-(9-acetyl-6-oxo-1H-purin-2-yl)acetamide, the process uses an acid catalysed phase transfer catalysis (PTC) process to produce the selective alkylation at the 9 position of the guanine ring.

MATERIALIEN

Produktnummer

Marke

Produktbeschreibung

Sigma-Aldrich

Tetrabutylammoniumfluorid -Lösung, 1.0 M in THF

Sigma-Aldrich

Tetrabutylammoniumphosphat monobasisch -Lösung, 1.0 M in H₂O

Sigma-Aldrich

Paraformaldehyd, prilled, 95%

Sigma-Aldrich

Paraformaldehyd, meets analytical specification of DAC, 95.0-100.5%

Sigma-Aldrich

Tetrabutylammoniumchlorid, ≥97.0% (NT)

Sigma-Aldrich

Tetrabutylammoniumiodid, reagent grade, 98%

Sigma-Aldrich

Tetrabutylammoniumperchlorat, ≥95.0% (T)

Sigma-Aldrich

Tetrabutylammoniumcyanid, 95%

Sigma-Aldrich

Paraformaldehyd, powder, 95%

Sigma-Aldrich

Tetrabutylammoniumnitrat, 97%

Sigma-Aldrich

Tetrabutylammoniumiodid, ≥99.0% (AT)

Sigma-Aldrich

Tetrabutylammoniumbromid, ACS reagent, ≥98.0%

Sigma-Aldrich

Tetrabutylammonium-Azid

Sigma-Aldrich

Tetrabutylammoniumfluorid -Lösung, 75 wt. % in H₂O

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, 40 wt. % in H₂O

Sigma-Aldrich

Paraformaldehyd, reagent grade, crystalline

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, 1.0 M in methanol

Sigma-Aldrich

Tetrabutylammoniumhydrogensulfat, 97%

Supelco

Tetrabutylammoniumhydroxid -Lösung, ~40% in water, suitable for ion chromatography

Sigma-Aldrich

2-Aminopurin, ≥99%

Sigma-Aldrich

Tetrabutylammoniumbromid, 50 wt. % in H₂O

Sigma-Aldrich

Tetrabutylammoniumbromid, ReagentPlus^®, ≥99.0%

Sigma-Aldrich

Tetrabutylammoniumbisulfat, puriss., ≥99.0% (T)

Sigma-Aldrich

Tetrabutylammoniumphosphat monobasisch, puriss., 99% (T)

Sigma-Aldrich

Tetrabutylammonium-bisulfat -Lösung, ~55% in H₂O

Sigma-Aldrich

Tetrabutylammoniumcyanid, technical, ≥80%

Supelco

Tetrabutylammoniumbromid, suitable for ion pair chromatography, LiChropur^™, ≥99.0%

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, technical, ~40% in H₂O (~1.5 M)

Supelco

Tetrabutylammoniumperchlorat, for electrochemical analysis, ≥99.0%

Supelco

Tetrabutylammoniumbisulfat, suitable for ion pair chromatography, LiChropur^™, ≥99.0%