tert-Butyldimethylsilyl trifluoromethanesulphonate → Benzyl 4-azido-3-(tert-butyldimethylsilyloxy)azepane-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

TBDMSOTf (0.010 g, 0.038 mmol) was added drop-wise to the mixture of benzyl 4-azido-3-hydroxyazepane-1-carboxylate (0.010 g, 0.034 mmol, WO 2010/114971, Example 90.5) and TEA (0.0096 mL, 0.069 mmol) in DCM (50 mL). The mixture was stirred at about 25° C. for about 3 h. The mixture was concentrated under reduced pressure and the residue was purified by Prep-TLC (EtOAc/pet ether ¼) to give benzyl 4-azido-3-(tert-butyldimethylsilyloxy)azepane-1-carboxylate (0.005 g, 36%). The material was used without characterization.

Provenance & Evidence