Nitrogen → [2-(2-Hydroxymethyl-oxazol-4-ylmethyl)-2H-[1,2,3]triazol-4-yl]-carbamic acid 2-chloro-benzyl ester

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Reaction Conditions

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of {2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-ylmethyl]-2H-[1,2,3]triazol-4-yl}-carbamic acid 2-chloro-benzyl ester (144 mg, 0.30 mmol) in dry THF (3.0 mL) was treated at 0° C. with TBAF (0.46 mL of a 1M solution in THF, 0.46 mmol). The reaction mixture was stirred at 0° C. for 30 min. Sat. aq. NH4Cl (5 mL) was added, the layers separated and the aq. layer extracted with EA (3×10 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. Purification of the residue by FC (EA) gave the title compound as a yellow oil. TLC: rf (EA)=0.25. LC-MS-conditions 01: tR=0.82 min; [M+H]+=363.90.

Provenance & Evidence