Sorry I can't tell you but the chance that it will work is very low. It is something what I would try.
So in the past a fully encrypted connection was possible. So I guess the handshake will fail. Probably you need to update microb-engine to succeed, and the smaller fixes which are in the repository are not enough. So have a look what Jonwil did.

Better would be to work on leste to make it useable, instead of working with the nearly dead maemo5. So when you working with qmf it could be also useful for leste, because the mer-core also has qmf which is used by sailfish os.

Personally I don't use internet direct on N900 anymore, I am using the N900 as modem or to forward internet to my laptop. E-mail and browsing will be done on the laptop. The N900 is technically not secure, maybe only a bit due to its rareness.