Keep in mind through this discussion that the POCO-owned transmission facilities are governed by the NESC, not the NEC. The NEC only comes into play when the circuit(s) meet the consumer (or anything outside the system of the POCOs involved.)
In this case is for a datacenter system. So, is not part of POCO.
There is 110.10 which is a catch all that generally requires you can clear a fault without excessively damaging the equipment. Systems over 600V typically have to be designed and stamped by a PE around here, I don't think the regular electrical inspectors even inspect them. One of the few over 1000V I know of the customer pays the utility to have their linemen maintain it.
I know, but I want to find where I can locate the safety measures for ungrounded systems over 1000 volts, also for academic purposes. I don't believe protections or considerations for ungrounded systems over 1000 volts are left to chance, whether in the NEC or NESC. I understand that a phase-to-ground fault must be detected, not taking the system out of service because it's not a clear fault, but it should be clearly indicated to prevent a second fault. Furthermore, a phase-to-ground fault, while not taking the system out of service, generates overvoltages.
Let's start there: What size is the conduit, and while I'm asking, what type, any interruptions, etc?
We need to sort and define the constants before juggling the variables.
To meet the 2% voltage drop requirement over 1400 feet with a 350A current at 480V, two parallel runs of 1000 kcmil copper conductors would be necessary. However, there isn't enough space for that. Additionally, the transformer is configured as delta-delta to avoid using an Overcurrent Protection Device (OCPD) at the secondary. But the issue I see is that among the transformers, we have an isolated system. I'm looking in the NEC or NESC for rules that clearly indicate we should add a ground fault detector to the isolated system.
Since no one has come out and said it, No you do not need to ground MV systems, and you do not even need ground detectors.
But how would you detect the first ground fault? The MCB won't be able to detect it