Sodium Ascorbate → 4-[4-(4-Methanesulfonyl-phenoxymethyl)-[1,2,3]triazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

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Reaction Steps

4-Azido-piperidine-1-carboxylic acid text-butyl ester (1 eq) and 1-methanesulfonyl-4-prop-2-ynyloxy-benzene (1 eq) were suspended in H2O/t-BuOH (1:1). Sodium ascorbate (0.1 eq) was added followed by CuSO4.5H2O (0.01 eq). The mixture was stirred vigorously overnight. The mixture was diluted with water and a precipitate formed. The precipitate was collected by filtration and purified on silica gel to give the desired product. 1H NMR (CDCl3): δ 7.88 (2H, d), 7.67 (1H, s), 7.14 (2H, d), 5.29 (2H, s), 4.64 (1H, m), 4.28 92H, m), 3.05 (3H, s), 2.94 (2H, m), 2.2 (2H, m), 1.96 (2H, m), 1.48 (9H, s).

Provenance & Evidence