Synthesis of purine nucleosides

Details Synthesis of purine nucleosides Synthesis of purine nucleosides

1974-11-11

1976-04-06

Brown, Johnnie R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424180, C07H 1916

Patent

active

039488837

ABSTRACT:
A desired purine-containing nucleoside is synthesized by condensing a nitropyrimidine with a thionoxazolidine that is an adduct of a sugar unit and an oxazolidine ring unit having two adjacent carbon atoms in common. Prior to condensing the thionoxazolidine is converted to the bromo-mercuric derivative to promote the reaction at the nitrogen site. The N-alkylated condensation product is reduced to produce an amino-pyrimidine nucleoside which is then heated under conditions to cyclize it to a mercapto-purine nucleoside. The cyclized product is finally desulfurized to produce the desired purine-containing nucleoside. The compounds are useful as anti-viral agents.

REFERENCES:
patent: 3658788 (1972-04-01), Orgel et al.

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