Hydrochloric Acid → HCID 178501421, compound

Participants

Reaction Conditions

Reaction Steps

5.4 g of Z-Lys(BOC)-Phe-NH-NH2 in 40 ml of dimethylformamide are mixed at -16°C with 6.8 ml of 3.66 N HCl in dioxane and then with 1.5 ml of t-butyl nitrite. After 10 minutes at -10°C to -15°C, 3.5 ml of triethylamine are added. 3.64 g of H-His-OMe. 2 HCl are added in the solid form and 4.2 ml of triethylamine are thereafter added dropwise. The mixture is allowed to warm to 0°C over the course of 1 hour, with a pH of about 7 being set up by adding a total of 0.8 ml of triethylamine. After stirring overnight at 0°C the mixture is poured into 250 ml of water and the smeary product is obtained in the form of a powder by triturating with water. In a thin layer chromatogram on silica gel in chloroform-methanol (9:1) Rf = 0.4. Melting point 136°-137°C (from ethyl acetate).

Provenance & Evidence