I did a quick Beilstein search. You need strongly basic conditions for amino-ditosylation (NaH, conc. NaOH solution). Under these conditions I would expect indole-1-tosylation too. That would add an extra hydrolyzing step.
I found no indication that the ditosyl-amine amine is a leaving group at all (searching for -X, -NR2, -NHR, -OH, and -OR products).