Fmoc-L-tryptophan → Fmoc-Trp(2Pmc)-OH

Participants

Reaction Conditions

Reaction Steps

Fmoc-Arg(Pmc)-OH (0.5 g, 0.75 mmol) and Fmoc-Trp-OH (0.43 g, 0.1 mmol) was dissolved in 10 ml 100% TFA and heated at 30° C. for 1.5 hours. After evaporation of TFA, Fmoc-Arg-OH was removed by column chromatography on silica gel with heptane/ethyl acetate 2:1 as mobile phase. Fmoc-Trp(2Pmc)-OH was isolated by preparative HPLC (C18, 70-100% B in 15 min., tR 14.8 min, (A: H2O+0.1% TFA; B: CH3CN+0.1% TFA)). Isolated yield 130 mg (0.19 mmol, 25%).

Provenance & Evidence