Regiospecific process for synthesis of acyclic nucleosides

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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active

058213678

ABSTRACT:
This invention relates to an improved regiospecific process for the synthesis of acyclic nucleosides such as, acyclovir and ganciclovir, anti-viral compounds especially effective against herpes virus, and intermediates thereof starting from dyacylguanine and an alkylating agent, selected from 2-oxa-1,4-butanediol diacetate (OBDDA), 1,4-diacetoxy-3-acetoxymethyl-2-oxa-butane, 1,4-dibenzyloxy-3-acetoxymethyl-2-oxabutane. The reaction is carried out in the absence of an acid catalyst and a solvent.

REFERENCES:
patent: 4199574 (1980-04-01), Schaeffer
patent: 4355032 (1982-10-01), Verheyden et al.
Martin, J Med Chem 29, 1384 (1986).
Suzaki, Chem. Pharm. Bull. 18, 172 (1970).

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