Synthesis
Under vigorous stirring at 0°C, Boc₂O (25.0 mM) (100 mL) was dissolved in 100 mL of dichloromethane, and then slowly added dropwise over 3 h to a dichloromethane solution (100 mL) of ethylenediamine (150 mM). The resulting reaction mixture was stirred at room temperature for 16 h. After the reaction was complete, the solvent was evaporated to dryness, and the resulting residue was dissolved in 60 mL of sodium carbonate aqueous solution. The residue was extracted with dichloromethane (2 × 60 mL), the organic layer was dried on anhydrous Na₂SO₄, the desiccant was removed by filtration, and the solvent was evaporated from the resulting filtrate under reduced pressure to obtain the target product molecule N-Boc-Ethylenediamine.
Figure: Synthetic route of N-Boc-Ethylenediamine
Uses
N-Boc-ethylenediamine is used in the synthesis of thyronamine derivatives. It is also used in the preparation of (2-isothiocyanato-ethyl)-carbamic acid tert-butyl ester by reacting with carbon disulfide. Further, it is used in both oligonucleotide and peptide synthesis.
