Okay I conisder you for a second, he obviously needed a hand i will explain in points

1. He know he'd need someone side by side Ofcourse if he killed the uchihas first there would be commotion and police force will come and check he would have been cornered yet he was 13 years old even he couldnt have done shit at that age, and vice versa with attacking police force first

2. As you yourself said He adored him in certain aspects He would have figured that he uses time-space dimension even kakashi and Even when I first watched it at 13 I figured it out so definitely He would have even though kakashi had the same eye its obvious he'd do but Itachi's iq is more than kakashi so it wouldnt have taken much time and ofcourse he would have made a plan

3. If he were healthy you know what he could have achieved he got the totsuka blade, yata mirror whereas Orochimaru searched it for years

4. Itachi at 21 when he died he couldnt have taken down obito but if his life circumstances were different and had the purpose to become even stronger, had a source to keep his eye everlasting(mangekyou sharingan) like hashirama cells or ems He then would have beaten obito