Pyridine → HCID 178512915, compound

Participants

Reaction Steps

DMA, 1.00 equivalent of DIPEA and 1.00 equivalent of H-Trp-Pro-OH (Mw=301.3; purity=94.0%) were mixed at room temperature for at least 30 min until a solution was obtained and then the solution was cooled to 10±5° (solution No. 1). 1.00 equivalent of Z-Arg-OH.HCl (Mw=344.8) were added to DMA at room temperature until a clear solution was obtained (solution No. 2). While cooling solution No. 2 to −15±5° C., 1.05 equivalents pyridine (Mw=79.1; purity=99.0%) and 1.00 equivalent of DIPEA were added. Once this temperature was reached, 1.00 equivalent of pivaloyl chloride (PivCl) (Mw=120.58) was poured into the reaction mixture (solution No. 2) which was further activated for about 5 minutes. Finally, solution No. 1 was added to the activated solution No. 2 and the reaction mixture was further stirred for at least 1 hour while cooling was stopped and the reaction mixture allowed to warm up to room temperature.

Provenance & Evidence