Since he is running 4 conduits anyway, why not run (6) 1/0s in each conduit?
So with 4 conduits and 4 circuit conductors (on a wye system), any number of parallel sets can be used, and with N parallel sets, each conduit will have 3N CCCs. 1/0 wire is apparently 105.6 kcmils. Assuming 90C insulation, 1/0 Cu has a base ampacity for derating of 170A.
For 2 sets of 1/0, that's 211 kcmils of copper, and you get 0.8*2*170 = 272A of ampacity. While 250 kcmil has a 75C ampacity of only 255A.
For 3 sets of 1/0, that's 317 kcmils of copper, and you get 0.7*3*170 = 357A. While 350 kcmil at 75C is only 285A.
For 4 sets of 1/0, that's 422 kcmils, and you get 0.5*4*170 = 340A. You're better off using 3 sets of 1/0. 400 kcmil at 75C is 335A, slightly better at ampacity per unit area of copper, after derating.
For 5 sets of 1/0, that's 528 kcmils, and you get 0.5*5*170 = 425A. While 600 kcmil at 75C is only 420A.
For 6 sets of 1/0, that's 634 kcmils, and you get 0.5*6*170 = 510A. While 700 kcmil at 75C is only 460A.
The above only looks at minimizing copper quantity for a given ampacity. There's also the question of conduit fill, comparing the area of the insulated conductors. I looked at THHN-2 dimensions, and I got that area-wise, 2, 3, or 6 sets of 1/0 was always a win, but for 4 or 5 sets, the 1/0 takes up more area as far as conduit fill.
Cheers, Wayne