Hydrochloric Acid → HCID 131712072, compound

Participants

Reaction Steps

To 2.5 g of Boc-Tyr-(D)-Ala-Gly-Phe-NHNH2 in 40 ml of DMF are added 2.7 ml of 5.6 N HCl in dioxane and 0.52 ml of tert.butylnitrite at -20° and, after 10 minutes, 3.4 ml of triethylamine and 2 g of H-Met-serinol trifuloroacetate. After 4 hours at 0° and 15 hours at room temperature, the mixture is concentrated under vacuum, the residue taken up in ethyl acetate and washed repeatedly with dilute HCl and water and the organic phase evaporated. The residue crystallizes from methanol/ether to yield the title compound. M.P. 140° (decomp.). [α]D20 =-15 (C=1 in DMF).

Provenance & Evidence