Synthesis of 21-Diazo-9α-fluoro-16α-methyl-21-deoxy-[1,2(n)-3H]prednisolone

Abstract
The preparation of 21-diazo-9.alpha.-fluoro-16.alpha.-methyl-21-deoxy-[1,2(n)-3H]prednisolone is described. [1,2(n)-3H]Dexamethasone 26 Ci/mmol, was oxidized with cupric acetate/air to give the 21-aldehyde. Treatment of the aldehyde with hydroxylamine gave the corresponding 21-oxime which was reacted with chloroamine to give a 25-35% yield of 21-diazo-9.alpha.-fluoro-16.alpha.-methyl-21-[1,2(n)-3H]deoxyprednisolone with a specific activity of 25-26 Ci/mmol.