Tetrahydrofuran → BocDTrp-Leu-MetNH2

Participants

Reaction Conditions

Reaction Steps

Triethylamine (120 mmole.), then 1-hydroxybenzotriazole (60.0 mmole.), then dicyclohexylcarbodiimide (60.0 mmole.) were added with stirring to a solution of BocDTrp-LeuOH (59.9 mmole.) and HMetNH2 hydrochloride salt (60.0 mmole.) in tetrahydrofuran (300 ml.) with cooling to 0° C. Stirring was continued at 0° C. for one hour, then overnight while the mixture was allowed to warm to room temperature. The mixture was filtered and the filtrate was stripped of volatiles. Crystallization of the residue from isopropyl acetate affording BocDTrp-Leu-MetNH2 in 80% yield (26.3 g., m.r. 190°-194° C.).

Provenance & Evidence