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6,6-DiMethyl-3-azabicyclo[3.1.0]hexane Boceprevir is a Key interMediate.

6,6-Dimethyl-3-azabicyclo[3.1.0]hexane is an important pharmaceutical intermediate, mainly used in the synthesis of antiviral drugs. It is a key intermediate in the hepatitis C protease inhibitor boceprevir, and also a core structural unit in the COVID-19 drug nimatrelvir/paxlovid (PF-07321332).

6,6-Dimethyl-3-aza-bicyclo[3.1.01]hexane was synthesised using carbonic anhydride (II) as the starting material. First, in the presence of a nitrogen source, compound II reacted with the catalyst (4-N,N-dimethylaminopyridine) to form the intermediate 6,6-Dimethyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione (III). Finally, compound III was mixed with a THF solution of LiAlH₄ to continue the reaction. The reaction route is as follows: