N-methylpent-4-en-1-amine → Methyl 3-methyl-N-[methyl(pent-4-en-1-yl)carbamoyl]-L-valinate

Participants

Reaction Steps

A solution of N-methylpent-4-en-l-amine (2.0 g, 20.2 mmol) in tetrahydrofuran (20 mL) was stirred at room temperature under nitrogen. To this was added methyl 3-methyl-N-(oxomethylene)-L-valinate (3.5 g, 20.2 mmol) and the resulting solution stirred 2 h. Contents of the reaction flask were evaporated and subjected to flash column chromatography eluting with hexane/ethyl acetate 60/40 to give methyl 3-Methyl-N-{[methyl(pent-4-enyl)amino]carbonyl}-L-valinate as an orange oil, 3.02 g (55% yield).

Provenance & Evidence