Jeff gave some good places to look but forum user tlw will hopefully come by. He has been an endlessly useful resource on such matters for me and can only assume he's a guitar (and general stringed instrument) player who's been wrangling with this stuff for decades.
Based on his (and others) input I've learned there are lots of factors to take into consideration from output to the guitar > any DI type devices to go to either mixers/interfaces to bring up the output level of the guit (which is also dependent on the type of pickups involved) > into whatever recording platform (the DAW) and handling it there (like using the External Insert plugin in Sonar or other methods of routing back out and in again) > out from the DAW > into the device that's gonna give you your initial "reamp" signal (essentially taking the recorded track back down to an Instrument level signal to mimic the output of your guitar) > into the amp or guitar FX unit or guitar pedal(s) or whatever > back into the DAW via mics or amp line outputs or mixer or whatever (and whether you are doing it using an FX send/return/insert type setup or recording the results straight into a new track or whatever).
Brain bustin' shiz fo sho...
You have however said you want this...
E.Guitar -> to INST input on interface -> ITB effects -> Ext Insert -> guitar amp input -> guitar amp DI -> interface
I've added a bunch of crazy thoughts and notes based on all my chaotic pontifications on the matter. I have indeed spent a LOT of time thinking on this and have been enacted many of the actions I describe/allude to.
"E.Guitar (which I'm assuming means an electric guitar) ->
to INST input on interface (the Inst input on many interfaces ain't nearly as good for guitar as they claim to be... they do not have the input impedance a guitar preamp section does so you may want to consider that... especially if you are going to get some kind of guitar DI that can do reamping which may help at this stage as well)->
ITB effects (I would probably avoid going nuts on effects inside the DAW until AFTER you have reamped it... could you describe more what you intend to do at this stage)->
Ext Insert -> (This is where you need the "reamping" device to appear to bring the Line output level down to a regular guitar output level that can be properly process by a guitar amp)
guitar amp input -> guitar amp DI (okay... but if you have the guitar amp DI can I ask why you aren't using it to do your initial recording in the first place? You could use a splitter to send to your guitar amp AND the interface Inst input and get the best of both worlds in one shot... no reamping needed and you can always reamp the DI signal afterward anyway)->
interface (at this point your reamping device will probably be outputting a Line Level signal so disengage the Instrument/Hi Z stuff... or, and I would personally prefer this, send it through a mixer first so you can trim/pad/EQ the signal a bit before it hits the DAW).
What devices do you have currently available? Like what kind of amp do you have (and what cnnections does it have)? What interface? What (if any) kind of mixer do you have? Do you have any fancy pedals or pedalboards that can act as splitters?
I'm assuming you do not currently have a reamping device which will be the missing peice of the puzzle for i/o and the Radial stuff is definitely something to research (and there is lots of informational stuff online to help figure out the whole process as well... which may make you realize you don't actually NEED to reamp... like if you can acheive an input splitter type setup... for example like I can with my Boss TU-2 tuner pedal).
I have been personally looking at an ART Tube MP/C unit because it is capable of reamping but serves a bunch of other purposes like adding tube drive and external compression to mic, instrument and line input signals. It's a cheapo unit and there are much better options that are more specific (like the Radial stuff) for the various tasks but it depends on your needs and budget.
That's a big ole, unproofread dump of chaotic info to absorb but you're smart so hopefully it can help you do the same type of research I've been doing over the past couple years and come to the best conclusions for your own needs.
Cheers.
Edit: and batsbrew is here now too... who is actually the one who pointed me to the ART stuff and has a lot of knowledge on such things as well.