methyl (S)-2-amino-3-(4-butoxy-phenyl)-propionate → tert-butyl (E)-(2S,3S)-3-[(S)-2-(4-butoxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-11-(2-heptyl-[1,3]dioxolan-2-yl)-2-hydroxy-2-(2-methoxy-ethyl)-undec-4-enoate

Participants

Reaction Steps

No. 6801291, tert-butyl (E)-(2S,3S)-11-(2-heptyl-[1,3]dioxolan-2-yl)-2-hydroxy-3-((S)-4-isopropyl-5,5-diphenyl-2-thioxo-oxazolidine-3-carbonyl)-2-(2-methoxy-ethyl)-undec-4-enoate (26.96 g, 35.84 mmol) and methyl (S)-2-amino-3-(4-butoxy-phenyl)-propionate were dissolved in dichloromethane, and the solvent was distilled off under reduced pressure. The resulting mixture was reacted at 50° C. for 2 days. After confirming the consumption of the starting materials by LCMS, n-hexane was added, and white powder was filtered. The solvent was distilled off under reduced pressure. The residue was purified with SP1 (SiO2 cartridge, 20% ethyl acetate/n-hexane, Rf=0.5) to obtain No. 5534988, tert-butyl (E)-(2S,3S)-3-[(S)-2-(4-butoxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-11-(2-heptyl-[1,3]dioxolan-2-yl)-2-hydroxy-2-(2-methoxy-ethyl)-undec-4-enoate (21.5 g, 79% yield).

Provenance & Evidence