Acylated derivatives of pyrazofurin and process for their prepar

Details Acylated derivatives of pyrazofurin and process for their prepar Acylated derivatives of pyrazofurin and process for their prepar

1974-07-22

1976-06-01

Moyer, Donald B.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260209R, 260310R, 424180, C07H 706

Patent

active

039608360

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.

REFERENCES:
patent: 3674774 (1972-07-01), Williams et al.
patent: 3798209 (1974-03-01), Witkowski et al.
Henion et al., Biochimica Et Biophysica Acta, vol. 148 (1967) pp. 106- 113.

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