A 3.77 may be more useful with a big cube engine. With a 4.22 in 5th, it's the equivalent of a 3.00:1 rear. A 3.77 in 5th is a 2.66. Kind of like a Lincoln cruising.
The trade off is that with a 2.20 first gear, you only have a torque multiplication of 8.2. For performance usage you need that number to be between 10 and 11.
Of course a 450 cube engine is a different beast and takes to 'Granny shifting much better.
Where I am and with only 357 cubes, that kind of gearing (3.77) would make 5th pretty useless. This ain't the autobahn for sure. To each his own I suppose?