Sodium Hydroxide → HCID 178448341, compound

Participants

Reaction Steps

2.0 g of BOC-Arg-Gly-Asp-D-Phe-Val-Ala-OMe are dissolved in 60 ml of methanol, 1.5 ml of 2N sodium hydoxide solution are added and the mixture is stirred for 3 hours at 20°. After evaporation the residue is taken up in water, acidified to pH 3 with dilute HCl and extracted with ethyl acetate. The extract is dried over Na2SO4, evaporated again and the BOC-Arg-Gly-Asp-D-Phe-Val-Ala-OH obtained is stirred at 20° for 2 hours with 20 ml of 2N HCl in dioxane. The mixture is evaporated, the H-Arg-Gly-Asp-D-Phe-Val-Ala-OH obtained is dissolved in a mixture of 1800 ml of dichloromethane and 200 ml of DMF and cooled to 0°, 0.5 g of DCCI, 0.3 g of HOBt and 0.23 ml of N-methylmorpholine are added successively with stirring, and the mixture is stirred for a further 24 hours at 0° and 48 hours at 20°. The solution is concentrated and tested with a mixed bed ion exchange to free it from salts. This is then filtered off, the solution is evaporated and the residue is purified by chromatography. Cyclo(-Arg-Gly-Asp-D-Phe-Val-Ala) M+ : 646 FAB is obtained;

Provenance & Evidence