GENERAL STEPS: A solution of di-tert-butyl dicarbonate (1.99 g, 9.12 mmol) in dichloromethane (55 mL + 5 mL of rinse solution) was slowly added dropwise through the addition funnel to a solution of 4,7,10-trioxo-1,13-tridecanediamine (20 mL, 91.2 mmol) in dichloromethane (100 mL) at 0°C. The reaction mixture was gradually warmed to room temperature and stirred for 3 hours. After the dropwise addition, the reaction mixture was gradually warmed up to room temperature and stirring was continued for 3 hours. Upon completion of the reaction, the reaction was quenched with deionized water (100 mL). The organic and aqueous phases were separated, and the organic phase was washed sequentially with deionized water (3×50 mL) and saturated saline (50 mL), dried with anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to afford N-BOC-4,7,10-trioxa-1,13-tridecanediamine (2.571 g, 88% yield) as a colorless liquid. Thin layer chromatography (TLC) analysis: Rf = 0.14 (Expanding agent: 10% methanol, 0.5% ammonia in dichloromethane solution).1H-NMR (CDCl3, 400 MHz) data: δ 5.10 (broad single peak, 1H), 3.51-3.64 (multiple peaks, 12H), 3.61 (single peak, 4H), 3.21 (multiple peaks, 2H), 2.79 (triple peak, J = 6.7 Hz, 1H), 1.77-1.68 (multiple peaks, 4H), 1.42 (single peak, 9H) ppm.
