A convenient synthesis of 4-deoxypyrazofurin

Article abstract of DOI:10.1055/s-1991-26565

A preparation of 3-β-D-ribofuranosyl-1H-pyrazole-5-carboxamide (4-deoxypyrazofurin, 3) is reported in nine steps (in an overall yield of 21%) beginning with 2,5-anhydro-3,4,6-tri-O-benzoyl-D-allonitrile (6) and proceeding via a 1,3-dipolar cycloaddition reaction between methyl propiolate and 2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-1-diazo-D-allitol (4).