Victor Bruthans defeated Alexandros Jakupovic 6-2 6-7 6-1 in the Lebanon F1 round of 32 on clay. The upset overturned the form book — Alexandros Jakupovic came in leading the head-to-head 1–0. Victor Bruthans claimed a first win over Alexandros Jakupovic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-23 | Greece F6 | R32 | hard | Alexandros Jakupovic | 5-7 6-4 6-3 |