Hydrochloric Acid → Cyclopropanesulfonic acid (18-hydroxy-2,15-dioxo-3,14,16-triaza-tricyclo-[14.3.0.0*4,6*]nonadec-7-ene-4-carbonyl)-amide

Participants

Reaction Steps

A solution of the acetal 139 (0.038 g, 0.06 mmol) in 1:1:1 THF-methanol-2 M aq. hydrochloric acid (1.5 ml) was stirred at rt for 30 min, then additional conc. hydrochloric acid (0.1 ml) was added and then stirred at rt overnight. The reaction mixture was then neutralized using aq. saturated sodium hydrogen carbonate, then concentrated onto silica. Flash chromatography of the residue using 9:1 ethyl acetate-methanol gave a colorless foam (0.020 g, 73%). LR-MS: Calcd for C20H29N4O6S: 453. Found: 453 [M−H].

Provenance & Evidence