Acylation of pyrazofurin
AssigneeEli Lilly and Company
InventorGerald E. Gutowski
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Abstract
A process for preparing new compounds which are N- and O-acylates of pyrazofurin comprises first selective mono-N-acylation under non-basic conditions in an organic solvent. The mono-N-acylate so formed is further acylated under mild basic conditions to provide a tetra-acylated or penta-acylated pyrazofurin derivative, depending upon the duration of reaction. Mild solvolysis of either a tetra-acylate or a penta-acylate provides a tri-acylated pyrazofurin derivative. In the presence of a strong base, the mono-N-acylate is further acylated to provide different tetra-acylates or penta-acylates of pyrazofurin, again depending upon the duration of reaction. Pyrazofurin acylates are useful as antiviral, antipsoriatic, and antifungal agents, as well as intermediates for new C-nucleosides.
Claims1
A process for preparing a pyrazofurin mono-N.sub.1 -acylate of the formula ##STR10## wherein R.sub.1 is C.sub.1 -C.sub.6 alkanoyl, comprising treating pyrazofurin with an acylating agent in an alcoholic solvent at a temperature of about 0.degree. C. to about 30.degree. C. for a period of time of about 30 to about 90 minutes.
Dependencies are inferred from the claim text.