There is no easy way... the coefficient of friction can vary by a couple of hundred percent.
If it's essential, then the only way I know of is that the surfaces must be tested. This can be by means of a small hydraulic load cell to supply the force and another to move the surfaces against eachother. Using hydraulics and a recorder it's possible to measure the 'break' between static and dynamic friction.
Alternatively, on site, the nut can be removed and the bolt can be loaded with a small hydraulic device used to 'proof' clamping action of bolts and again, the part loaded until slippage. For small loads, a flat machined nut and washer can be used to minimize the error. Results should be obtained by rotating the washer 120 degrees for each load to estimate the degree of error.