Duarte De Lima Sanches defeated G. Da Rosa Castro 4-6 6-3 11-9 in the M25 Setubal qualifying round of 64 on hard. The upset overturned the form book — G. Da Rosa Castro came in leading the head-to-head 1–0. Duarte De Lima Sanches claimed a first win over G. Da Rosa Castro in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2026-09-07 | M25 Sintra | Q16 | hard | G. Da Rosa Castro | 6-3 6-2 |