Process for the synthesis of 9-(2-hydroxyethoxy methyl) guanine

Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen bonded directly to ring carbon of the purine ring...

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C07D47318

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054969450

ABSTRACT:
A process for the synthesis of 9-(2-hydroxyethoxy methyl) guanine in which guanine, or its salts, is reacted with 2-4 moles of hexamethyldisilazane, in the presence of an aprotic solvent and of ammonium sulfate. Thereafter, the trimethylsilyl derivative, without being isolated, is reacted with a stoichiometric quantity of an acyloxyethoxy methyl halide and hydrolyzed with aqueous sodium acetate or sodium hydroxyde to give 9-(2-hydroxyethyoxy methyl) guanine.

REFERENCES:
patent: 5223619 (1993-06-01), Alhede et al.
patent: 5336770 (1994-08-01), Shiragami
Hakimelahi, Helv. Chim. Acta 72, 1495 (1989).

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