A healthy Itachi . .Naw.
Against an opponent who basically renders Itachi's genjutsu useless, quick enough to evade any regular attack sent his way. . . Kabuto would force Itachi into use his MS techniques rather early. The fight would play out eerily similar to the manga.
Though Itachi would be suffering after each use of his MS techniques, Susano'o can't be maintained as long, and getting into close range to activate or get the needed physical prep ready first, for Itachi, to use Izanami would cause unwanted harm.
Kabuto would take this if he does nearly everything he did in the canon fight. Itachi would wear himself out.
Kabuto low-mid diff.