If you want more of a classic tube sound the obvious thing to do would be to get an all tube amp. Output tubes and transformers are a huge part of "the tube tone" IMO. In fact, I wouldn't underestimate the importance of output transformers in what we like to think of as "tube sound". I've personally never felt that tube gear without transformer deliver what I personally think of as "the tube sound" (and dynamics) while some transformer based studio gear without tubes actually does.
I'm not convinced that adding pedals with preamp tubes in them will get you what you're looking for.
Tube preamp? You've already got one in your amp.
Boost pedal? It will color your signal if it's designed to be a colored boost but not just because there's a tube inside. On the other hand, if it's designed to be a clean/transparent boost it will simply increase the volume of your signal, enabling you to push the input section of your amp harder.
Do you want to push your amp harder for a more distorted tone? Because that's really what boost pedals are meant for, with or without tubes. You may even find that you will need to decrease the input of your amp if you boost the signal any further with a boost pedal. You will then basically be boosting the signal (and add noise) at one stage and bring it back down again at another stage, relative to your current settings. That's poor gain staging that will result in a higher noise floor. And if your amp is already close to clipping with your current settings you should definitely not boost your signal into the amp any further.
Besides, you're already doing what a boost pedal does by boosting the signal with your Compressore. If you add a boost pedal in front of the Compressore you will most likely need to decrease the input on the Compressore to avoid over-compressing your signal. If you add boost pedal after the compressore you will most likely need to lower the input gain on you amp to avoid clipping. Gain staging is important.
Of course you might find that prefer the tone you get with a boost pedal INSTEAD of cranking the input on the Compressore. But you may also find that you like it better as it is. Don't be fooled by the fact that louder will ALWAYS sound better. Any comparisons need to be made at identical volume. Did I mention that gain staging is important? I always aim for unity gain when I adjust anything in my signal chain, unless it's a boost I use to deliberately bring the bass up in the mix for solos or certain parts of a song. But generally, if the tone gets louder when I activate a pedal I consider it poor gain staging and make the necessary adjustments to correct it. Too much gain at one stage usually means the signal needs to be attenuated at a later stage. That's poor gain staging and usually a recipe for more noise and degradation of the tone.
But by all means, do whatever works for YOU. If it sounds good, it IS good!