Diisopropylcarbodiimide → HCID 86656466, compound

Participants

Reaction Steps

To a solution of (S)-methyl 2-amino-4-(methylthio)butanoate (5 g, 30.7 mmol) and Boc-glycine (6.4 g, 36.8 mmol) in dichloromethane (100 mL) at room temperature was added diisopropylcarbodiimide (4.6 g, 36.8 mmol) and diisopropylethylamine (4.75 g, 36.8 mmol). The mixture was stirred overnight at room temperature, washed with 1N HCl, brine, and dried over sodium sulfate, filtered and concentrated to give a residue, which was purified on silica gel column to give (S)-methyl 12,12-dimethyl-7,10-dioxo-11-oxa-2-thia-6,9-diazatridecane-5-carboxylate (7 g, 71%). MS calcd for (C13H24N2O5S+H)+: 321.1; MS found: (M+H)+=321.2.

Provenance & Evidence