Born in Khabarovsk Krai, Tsyplakov's first international medal came at the 2009 World Youth Championships in Athletics, where he cleared a personal best of to take the bronze medal. He improved further at the 2009 European Youth Olympics, topping the podium with a jump of . He equalled his best to win the 2010 Russian junior title but had a poor showing at the 2010 World Junior Championships in Athletics, managing only 2.05 m. He jumped a best of as the runner-up at the Russian junior championships the following year, but was one place off a medal at the 2011 European Athletics Junior Championships, taking fourth place. The highlight of his 2012 season was a personal best of to take sixth place at the Russian Athletics Championships.