Water → HCID 131729981, compound

Participants

Reaction Steps

To a solution of 2.0 g (4.7 mmole) Fmoc-L-tryptophan in 12 ml dioxane, 0.87 g (4.6 mmole) of 2-nitrophenyl-sulfenylchloride (2-Nps-Cl) in 25 ml dioxane was added under stirring at room temperature. After standing for 3 days, 50 ml ethyl ether was added to the reaction mixture and the solvent was evaporated. The product was purified by chromatography on silica gel in solvent A (Solvent A=Chloroform:Ethanol:Neptane—1:1:1). Rf 0.43. After purification the product was obtained as a yellow-brown crystalline compound. The yield was 2.5 g (89%). HPLC (C18): tR 8.3 min, 85-100% B in 20 min. (A: H2O+0.1% TFA; B: CH3CN+0.1% TFA).

Provenance & Evidence