Trifluoroacetic acid → HCID 178463445, compound

Participants

Reaction Steps

To (3aR,4aR,8aR,9R,9aR)-2-[(tert-butoxycarbonyl)(ethyl)amino]-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d][1,3]thiazol-9-yl methanesulfonate (30.00 mg; 0.06 mmol; 1.00 eq.) in DCM (100.00 μl) was added trifluoroacetic acid (10.00 μl; 0.13 mmol; 2.31 eq.). The reaction was stirred at room temperature for 3 h. The desired product was isolated by flash chromatography (KPNH, 0 to 50% MeOH/DCM). To afford (3aR,5R,6R,7R,7aR)-2-(ethylamino)-6-hydroxy-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazol-7-yl methanesulfonate (19.2 mg, 64%) as a white solid (once lyophilized).

Provenance & Evidence