Acylated derivatives of pyrazofurin and process for their...

C - Chemistry – Metallurgy – 07 – H

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C07H 7/06 (2006.01) C07D 407/04 (2006.01) C07H 15/06 (2006.01)

Patent

CA 1041493

Abstract of the Disclosure Novel compounds which are N- and 0-acylates of pyrazofurin are described herein. A novel process for the preparation of the mono-N1-acylates comprises reacting pyrazofurin with an acylating agent under non-basic con- ditions in an organic solvent. The mono-N1-acylate so formed is further acylated under weak 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-N1-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, antitumor and antifungal agents, as well as intermediates for new C-nucleosides.

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