Abstract
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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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2-Aminopurine / analogs & derivatives*
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2-Aminopurine / chemical synthesis
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Acyclovir / chemical synthesis*
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Alkylation
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Benzenesulfonates / chemistry
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Catalysis
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Drug Contamination*
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Ethylene Glycol / chemistry
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Formaldehyde / chemistry
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Hydrochloric Acid / chemistry
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Polymers / chemistry
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Quaternary Ammonium Compounds / chemistry
Substances
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4-methylbenzenesulfonic acid
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9,9'-(1,2-ethanediylbis(oxymethylene))bis-2-amino-1,9-dihydro-6H-purin-6-one
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Benzenesulfonates
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Polymers
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Quaternary Ammonium Compounds
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Formaldehyde
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2-Aminopurine
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tetrabutylammonium
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Ethylene Glycol
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Hydrochloric Acid
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Acyclovir
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paraform