The amine of interest is dissolved in a 10/10/7 solution of water, methanol and triethylamine.  As the solution is stirred Boc₂O_(s) (1.6eq) is slowly added, with a small amount of methanol used to rinse the weigh boat/paper.  The solution is then heated to 55°C for 16hr (overnight), during which time the production of t-butanol will result in a thick slurry.

Following the reaction the solution is allowed to cool to room temperature and the stir bar is removed (if possible).  The slurry is evaporated to dryness on a combined high vacuum/rotary evaporator setup, using dry ice as a coolant.  The resulting white solid is then left under high vacuum for a minimum of 72hr, during which time residual Boc₂O will sublimate into the dry ice trap.  The product may then be used without further purification, extracted if the aminoglycoside was provided as a salt, or columned to separate out isomers (ie. neomycin B from neomycin C).

1H NMR (300 MHz, MeOD) δ 5.38 – 5.12 (m, 2H), 4.92 (s, 1H), 4.21 (s, 2H), 4.10 – 3.06 (m, 20H), 2.05 – 1.88 (m, 1H), 1.71 – 1.19 (m, 55H).