Trifluoromethanesulfonic acid → HCID 136387741, compound

Participants

Reaction Steps

To a 0.3 M solution of methyl (3R,5S,8S)-8-isopropyl-7-oxo-2,28-dioxa-6,9,11,12,25-pentaazapentacyclo[17.6.2.13,6.110,13.022,26]noncosa-1(25),10,12,19,21,23,26-heptaene-5-carboxylate (from Step 1) in dry DCM was added triflic acid (2 eq) and N-iodosuccinimide (2 eq) and the mixture was stirred under N2 for 16 h. An additional portion of N-iodosuccinimide (2 eq) was added and the reaction was stirred for additional 24 h. The reaction mixture was poured into saturated NaHCO3 and extracted with DCM (2×). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The resulting crude compound was purified on silica gel (20% to 40% EtOAc in PE) to yield the compound as a yellow solid. MS (ES+) C27H32IN5O5 requires: 633. Found: 634 (M+H+).

Provenance & Evidence