Today it is possible to achieve sub-ns level time synchronization on a wireline network while only us-level synchronization can be achieved on a wireless (microwave) link. In this paper we will, first, study the performances of different time synchronization wireline based protocols, such as Precision Time Protocol (PTP), Synchronous Ethernet (SyncE) and PTP White Rabbit (PTP-WR). And then, we will present our results using a wireless link, and determine which radio technology can achieve ns range time synchronization. Our motivation is to qualify a time transfer process operating over microwave link and offering secured GNSS-like time performance.