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EXAMPLE 6 S-(2-phenylcarbamoyl-phenylselenyl)-DL-2-mercaptopropionylglycine 1 g (3,65 mmol) of 2-phenyl-1,2-benzisoselenazole-3(2H)-one and 0,6 g (3,68 mmol) of DL-2-mercaptopropionylglycine are dissolved in 15 ml trifluoroacetic acid and the stirring is continued for 18 hours at room temperature. Then, 100 ml of an ice/water mixture is added to the solution. The obtained precipitate is extracted with dichloromethane. After drying the solvent and evaporating in vacuum, the solid is then recristallized from ethanol/water (7:3). Yield: 1,5 g (94% of the theory), m.p. 199 C.
N-[2-(S-acetamidomethyl)mercaptopropionyl]glycine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
50.2%
With hydrogenchloride; In water;
EXAMPLE 7 N-[2-(S-acetamidomethyl)mercaptopropionyl]glycine 2-mercaptopropionylglycine, 20.0 g (122.6 mmoles), and N-hydroxymethyl-acetamide, 12.0 g (134.8 mmoles), are dissolved in 200 ml of deionized water. The solution is cooled on an ice bath and 100 ml of conc. HCl is added in one portion. The mixture is stirred on ice for one hour and at room temperature overnight. A white precipitate begins to form within 1-2 hours. The reaction mixture is cooled on ice for 4 hours. The white precipitate is filtered, washed with a few mls of ice-cold water, then 2*200 ml Et2 O. The product is dried by air suction for one hour and uncer vacuum overnight to yield 14.4 g (50.2% yield) of the white, crystalline product N-[2-(S-acetamidomethyl)mercaptopropionyl]glycine.
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