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It's been a while since I have replaced my tank and oil tube. I fought those stinking spring clamps, but I don't remember fighting the tube itself. Here's a few suggestions.
The oil tube has the upper accordion section that you are fighting. That attaches to the tank at one end and the other oil tube attached to the engine. Have you tried disconnecting it from the other oil tube to give you some freedom of movement?
How old is you tube? Could it be brittle/stiff and doesn't want to slide over new tank barb. My old tube had cracks in the accordion section, so I replaced it.
Heat isn't a bad option. Maybe a little dish soap with heat?
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