The technology of hierarchical multiple high-pressure grouting is an effective approach to manage high and steep slope of broken rock mass. The number of grouting is one of the key parameters of this technology. By the analysis of mechanics and grouting theory, the anchoring effect mainly is affected by anchor slurry vein and the contact area with rock mass. Based on the system analysis of slurry vein development for first time and many times high-pressure grouting, the process flow for hierarchical multiple high-pressure grouting is put forward. Serve the rock permeability changes before and after grouting as an indicator measuring slurry and rock surface area, the method of determining grouting number based on the reliable probability is got. Combined with the engineering example of Shouyun Iron Mine, this paper puts forward the reliability criteria of working state of hierarchical multiple high-pressure grouting. Through the probability calculation, the best number of grouting is 4 times. The tests of permeability of rock mass and drawing force verify the accuracy of this determination method.