Alexandr Dolgopolov defeated Janko Tipsarevic 6-3 7-6 in the Tokyo round of 16 on hard. The upset overturned the form book — Janko Tipsarevic came in defending last year's quarter-final, but Alexandr Dolgopolov had been the form player, winning 3 of their last 5 on hard. Alexandr Dolgopolov extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2017-02-13 | Buenos Aires | R32 | clay | Alexandr Dolgopolov | 6-3 6-3 |
| 2012-03-21 | Miami Masters | R32 | hard | Janko Tipsarevic | 6-4 5-7 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.