Réaction #2383771

Équation de réaction

methylene chloride

diisopropylethylamine

bis-(2-methylthioethyl)-amine

bromoacetic acid methyl ester

→

N,N-bis-(2-methylthioethyl)-glycine methyl ester

Solvants

acetonitrile

acetonitrile

acetonitrile

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONis added in drops under a cover-gas atmosphere
2. 2
   Lavagewashed twice with saturated sodium bicarbonate solution
3. 3
   SéchageThe organic phase is dried with sodium sulfate
4. 4
   Concentrationconcentrated by evaporation
5. 5
   Autrethe residue is purified by chromatography with the mobile solvent system of methylene chloride/methanol

Mode opératoire

165 mg of bis-(2-methylthioethyl)-amine (Example 8b) is dissolved in 20 ml of acetonitrile and mixed with 174 μl of diisopropylethylamine. 92.7 μl of bromoacetic acid methyl ester, dissolved in 20 ml of acetonitrile, is added in drops under a cover-gas atmosphere, and the batch is stirred for 18 hours at room temperature. The acetonitrile is drawn off, the residue is taken up with methylene chloride and washed twice with saturated sodium bicarbonate solution. The organic phase is dried with sodium sulfate and concentrated by evaporation, and the residue is purified by chromatography with the mobile solvent system of methylene chloride/methanol: Yield 183 mg=77% of theory.

Source