I crossed into Russia from the Ukraine; I had a 90 day double entry business visa. I got my Russian motorcycle insurance on the Ukraine side of the boarder for 2 months. The Russian officials gave me a permit for the bike which matched the finished date of the insurance, so I had a motorcycle permit and insurance for 2 months. My guess is if you arrive with a 90 day visa and 90 days insurance you should get a 90 day permit.
It is easy to buy insurance once in Russia but I doubt extending the bike permit would be as easy.
Whatever you do don't try and wing it without the correct documents, there are lots of checks and it will be only a matter of time before getting caught.
Behind the road side police check points you will see a compound full of confiscated cars and bikes.
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