My initial thought is that you are trying to do way too much - even with 4 months the pace will be relentless and you risk having a very superficial experience. In two months I think it would be difficult to do.
Your route through Turkmenistan is not a valid transit route, though if you have an unused Iranian visa you should be able to get a visa and then ope the guys at the border allow you to take the route you want.
Azerbaijan after Armenia is fine as long as there is no evidence of travel to Nagorno Karabakh.
Hope you make it to the Karynzharyk Depression
EO
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EurasiaOverland a memoir of one quarter of a million kilometres by road through all of the Former USSR, Western and Southern Asia.
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