Ethanaminium, N,N,N-triethyl-, fluoride (1:1) → (3R)-N-((S)-3-cyclohexyl-1-(methylamino)propan-2-yl)-3-((S)-1-hydroxy-5-methoxy-1-phenylpentyl)piperidine-1-carbothioamide

Participants

Reaction Steps

A solution of (3R)-N-((S)-3-cyclohexyl-1-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)-amino)propan-2-yl)-3-((S)-1-hydroxy-5-methoxy-1-phenylpentyl)piperidine-1-carbothioamide (35 mg, 52 μmol) and Et4NF (40 mg, 0.26 mmol) in MeCN (1 mL) was heated at 60° C. in a microwave for 10 min. The reaction mixture was submitted directly to prep HPLC to afford (3R)-N-((S)-3-cyclohexyl-1-(methylamino)propan-2-yl)-3-((S)-1-hydroxy-5-methoxy-1-phenylpentyl)piperidine-1-carbothioamide (6.4 mg, 23%) and recovered (3R)-N-((S)-3-cyclohexyl-1-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)propan-2-yl)-3-((S)-1-hydroxy-5-methoxy-1-phenylpentyl)piperidine-1-carbothioamide (11.2 mg).

Provenance & Evidence