An improved synthesis of tert-butyloxycarbonyl-L-histidine.
In our investigations on the effect of replacement of histidine by homohistidine (1) on the biological activity of some peptide-hormones, relatively large quantities of Boc-homohistidine were required. Homohistidine being difficult to synthesize, it was essential to find an effective way of introducing the Boc-group. In the past, many syntheses of Boc-histidine were reported (2-6), none of which proved to be quite satisfactory. However, by modifying the procedure of Flouret et al. (6) a convenient method resulting in a high yield of Boc-histidine and Boc-homohistidine was found.
D006639:Histidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007094:Imides / Q000138:chemical synthesis
D007094:Imides; D006639:Histidine