N-(tert-Butyloxycarbonyl)glycine N-hydroxysuccinimide ester → HCID 178453838, compound

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Reaction Steps

After 109.2 g (0.27 mol) of H-Arg-CHA.2HCl was dissolved in 290 ml of DMF, 70.2 ml (0.54 mol) of NEM was added to the solution. Further 81.7 g (0.3 mol) of BOC-Gly-OSu was added thereto at 0° to 5° C. The resulting mixture was reacted at room temperature for 18 hours. After completion of the reaction, DMF was distilled under reduced pressure. The residue was dissolved in 500 ml of MeOH and the solution was reprecipitated in 8 liters of AcOEt. The precipitated crystals were taken by filtration and dried to give 135.8 g (100%) of BOC-Gly-Arg-CHA.HCl.

Provenance & Evidence