The limiting case is when the whole tube is full of carriages, say they're 4 meters long that would mean there are a maximum of 150,000 carriages in that 600 Km long tube at absolute maximum capacity, something that you probably should not want to get close to.
More realistically, a regular roadway has a spacing of about 30 meters per vehicle at 60 Mph, you might be able to pack them in that tight in a tube like this but that's still pretty tight and leaves very little room for error when shifting carriages in and out of the loop.
At that spacing you could stuff (600,000 / 34) = 17650 carriages in (none of those assembled into impromptu trains, which of course would increase the density).
If we assume train like assemblies of 10 cars with 30 meter spacing you'd be looking at a 40 meter train + spacing is 70 meters, or 8500 trains, so 85000 carriages.
Those would then be pushing a column of of air 30 meters long ahead of them.
I'm not sure what the figure should be but this seems very high.
Consider if each carriage is pulling 30m of air a long distance at great speed. Consider if instead of the air moving against a stationary tunnel, a 30 meter section of tunnel was moving at the same distance and speed through stationary air. The drag on this would be high, much higher than a car at highway speeds.
Consider a tub of water moving at the desired speed...
If that works, you could then have "station" sections where you could place/remove "inner" carriages to/from the carriages running inside the loop and thus you'd never have to disconnect the main carriage loop.
One issue with a tunnel is that even if the air and carriages are moving at the same speed, there is still drag or friction between the air and the wall of the tunnel by Poissiulle's law. At the proposed speeds (~300km/h) and distances (600km), this becomes a lot, and higher pressures (if my quick calculations are right) lead to higher energy requirements through higher air density.
In a vacuum, this friction would not exist. I can post my calcs if there is interest - I used a Moody chart and Darcy's friction equation, and ended up with an energy requirement that there would have to be ~80 million carriages going each way to be as efficient as a Telsa roadster, and neglecting any other losses.