Time synchronization faces an increasing performance demand nowadays. This is particularly common in different segments, such as new scientific infrastructures, power grid, telecommunications or 5th-Generation Wireless Networks (5G). All of them share the need for a time synchronization technology offering a very low synchronization error along large networks. The new version of the IEEE-1588-2019 protocol offers a considerable performance improvement thanks to the High Accuracy profile, based on White Rabbit (WR). The original WR implementation guarantees a synchronization accuracy below one nanosecond for a small number of cascaded nodes. This contribution evaluates the performance degradation when a considerable number of devices are deployed in cascaded configurations. In order to improve the performance, different delay measurement implementations have been evaluated in a series of experiments. The results prove the considerable benefits of our implementation against the current WR implementation.