Sulfuric Acid → HCID 67517747, compound

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Reaction Steps

To a solution of benzyl 4-(2-(2-(2-hydroxyethoxy)ethoxy)ethylsulfonyl)-2-methylbutan-2-ylcarbamate (132.3 mg, 0.317 mmol) in tert-butanol (500 ul) was added conc. sulfuric acid (100 ul). The solution was stirred at RT for 6 d, concentrated in vacuo, and the residue purified by flash chromatography (30%→80% EtOAc in hexanes) to afford the title compound as a clear oil (79.5 mg, 0.168 mmol, 53%). 1H NMR (CDCl3, 400 MHz) δ 1.18 (s, 9H), 1.27 (s, 6H), 2.17-2.20 (m, 2H), 3.12-3.18 (m, 4H), 3.46-3.49 (m, 2H), 3.53-3.56 (m, 2H), 3.60 (s, 4H), 3.89 (t, J=6.8 Hz, 2H), 5.01-5.04 (m, 3H), 7.3-7.4 (m, 5H). LRMS (ESI/APCI): 496 [M+Na]+.

Provenance & Evidence