Thailanstatin C synthesis

Yield:-

Steps:

Multi-step reaction with 8 steps
1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 25 °C / Inert atmosphere
2: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 25 °C / Inert atmosphere
3: potassium carbonate / methanol / 1 h / 25 °C
4: dmap / dichloromethane / 3 h / 25 °C
5: 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium / dichloromethane / 5 h / 50 °C / Inert atmosphere
6: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; thallium(I) carbonate / water; tetrahydrofuran / 3 h / 25 °C / Inert atmosphere
7: lithium chloride; acetic acid / 1 h / 25 °C
8: formic acid / 4 h / 25 °C / Inert atmosphere

References:

Nicolaou;Rhoades, Derek;Kumar, S. Mothish [Journal of the American Chemical Society,2018,vol. 140,# 26,p. 8303 - 8320]