Reacción #2267051

Ecuación de reacción

BOC-Gly-D-Arg-Gly-Asp-Phe-Val-OMe

sodium hydroxide

→

H-Gly-D-Arg-Gly-Asp-Phe-Val-OH

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto form an admixture
2. 2
   OtroAfter evaporation
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   SecadoThe extract was dried over Na2SO4
5. 5
   Otroevaporated again
6. 6
   workup.STIRRINGthe resultant BOC-Gly-D-Arg-Gly-Asp-Phe-Val-OH (SEQ ID NO 2) was stirred at 20 C for 2 hours with 20 ml of 2 N HCl in dioxane
7. 7
   OtroThe resultant admixture was evaporated

Procedimiento

Two grams (g) of BOC-Gly-D-Arg-Gly-Asp-Phe-Val-OMe (SEQ ID NO 1) were first dissolved in 60 milliliters (ml) of methanol to which was added 1.5 ml of 2 N sodium hydroxide solution to form an admixture. The admixture was then stirred for 3 hours at 20 degrees C (20 C). After evaporation, the residue was taken up in water, acidified to pH 3 with diluted HCl and extracted with ethyl acetate. The extract was dried over Na2SO4, evaporated again and the resultant BOC-Gly-D-Arg-Gly-Asp-Phe-Val-OH (SEQ ID NO 2) was stirred at 20 C for 2 hours with 20 ml of 2 N HCl in dioxane. The resultant admixture was evaporated to obtain H-Gly-D-Arg-Gly-Asp-Phe-Val-OH (SEQ ID NO 3) that was subsequently dissolved in a mixture of 1800 ml of dichloromethane and 200 ml of dimethylformamide (DMF) followed by cooling to 0 C. Thereafter, 0.5 g of dicyclohexylcarbodiimide (DCCl), 0.3 g of 1-hydroxybenzotriazole (HOBt) and 0.23 ml of N-methylmorpholine were added successively with stirring.

Fuente