Sodium Azide → (1R,3R,4R)-4-Azido-3-hydroxy-cyclohexanecarboxylic acid amide

Participants

Reaction Steps

(1R,3R,4S)-4-Bromo-3-hydroxy-cyclohexanecarboxylic amide (b) (2.31 g, 10.4 mmol) was treated with sodium azide (1.35 g, 20.8 mmol) in DMF (100 mL) at 60° C. for 15.5 hours. The solvent was removed in vacuo and the residue purified by flash column chromatography (Silica gel, DCM:MeOH 0-10%) to give a white solid (1.09 g, 5.93 mmol, 57%).

Provenance & Evidence