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He would be dead before Gai opens the last one. But if Gai does open it he wouldnt get the chance to run. Gai was faster than Madara who was keeping Obito from phasing. He would be owned in the first set of attacks from Gai.
This is looking at it as if Gai opens the 8th gate right from the start, and Tobi manages to hide in Cube world until Gai dies