Once the door was opened for a move away from Internactional, European interest in the Brazilian playmaker mounted steadily.
Real have invested wisely in the South American market in the past, and were among those aware of Oscar's undoubted potential.
Discussions regarding a transfer to Spain were held, with Jose Mourinho keen on adding to his creative ranks.
It was decided, though, that Real were already well stocked in the attacking department and the way was cleared for Chelsea to wrap up a big-money deal.
As fate would have it, Oscar is now working under Mourinho - with the Portuguese tactician having left Santiago Bernabeu and returned for a second spell at Stamford Bridge over the summer.
Oscar told Globoesporte on the saga which took him to west London: "A month before signing for Chelsea I was very close to doing so with Real Madrid as Mourinho said he wanted me.
"They came to watch me in the game against Denmark.
"Before the games there were talks with Madrid, but they had the playmaker position well covered. After the games, I signed for Chelsea.
"Upon his arrival at Chelsea, Mourinho spoke to me. He gives me confidence and I'm trying to return all such support on the pitch."