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THP Deprotection



Example 1

HCl (4M in dioxane, 2.5 mL) was added to a solution of the SM (126 mg, 0.295 mmol) in 1:1 dioxane/DCM (8 mL). After 12 h, the reaction mixture was concentrated in vacuo and the crude residue was partitioned between sat aq NaHCO3 and EtOAc. The layers were separated and the aq layer was further extracted with EtOAc. The combined organics were dried (Na2SO4) and concentrated. The resulting material was triturated with EtOAc to provide the product as a solid. [69 mg, 68%]

[Patent Reference: WO2015162516, page 101, (5.9 MB)]