I've got SHS 6. too. It may be old, but it's the best.
I may have misunderstood. You want to transpose, not change keys.
If the Transpose VST is automatable, you may be able to insert it in the track FX bin, click the W (Write) button and turn it on at the proper moment.
I've never tried that.
I have split the track, dragged the part I want to transpose to a new track and inserted the Transpose effect in the new track.