2,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate → (2S)-tert-butyl 1-cyclohexyl-3-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)pentan-2-ylcarbamate

Participants

Reaction Steps

To the solution of (S)-tert-butyl 1-cyclohexyl-3-(methylamino)pentan-2-ylcarbamate in THF (20 mL) was added TeocOSu (398 mg, 1.53 mmol), followed by TEA (0.5 mL). The reaction mixture was stirred for 30 min at rt, and concentrated. The residue was partially purified through chromatography on silica gel to give (2S)-tert-butyl 1-cyclohexyl-3-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)pentan-2-ylcarbamate. MS ESI +ve m/z 465 (M+Na).

Provenance & Evidence