Utilization of 1-hydroxybenzotriazole in mixed anhydride coupling reactions.
The coupling of Boc-Val-OH to either H-Pro-OBzl or H-Pro-Gly-Val-Gly-OBzl by the mixed anhydride method leads to the formation of a urethane by-product in yields of 40-60%. This side reaction can be suppressed by the addition of HOBt to the reaction mixture before the amino component is added. This results in a substantially increased yield of the desired peptide.
D000812:Anhydrides; D055598:Chemical Phenomena; D002621:Chemistry; D009682:Magnetic Resonance Spectroscopy; D010455:Peptides / Q000138:chemical synthesis*; D011487:Protein Conformation; D014230:Triazoles
D000812:Anhydrides; D010455:Peptides; D014230:Triazoles; C011852:1-hydroxybenzotriazole