* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
2-oxo-2-((2S,4S)-2,5,12-trihydroxy-7-methoxy-4-(((1S,3R,4aS,9S,9aR,10aS)-9-methoxy-1-methyloctahydro-1H-pyrano[4’,3’:4,5]oxazolo[2,3-c][1,4]oxazin-3-yl)oxy)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl) ethyl(perfluorophenyl)carbonate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
36%
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0℃; for 3.08333h;Inert atmosphere;
In a flask under argon were added PNU-159682 ( 12 mg, 0.0180 mmol) and DMF ( 1 .5 mL). The mixture was cooled at 0C and bis(perfluorophenyl) carbonate (36.9 mg, 0.094 mmol) was added. Then a solution of DIPEA (9.80 mI, 0.056 mmol) in DMF (0.5 mL) was slowly added over a period of 5 min. The mixture was finally stirred for 3h at 0C (conversion observed by LCMS). The crude mixture was concentrated in vacuo and purified by automatic column chromatography, silica gel ( 100 DCM:0 [80 DCM:20 MeOH] to 50 DCM:50 [80 DCM:2 OMeOH]) to give 5.52 mg of 1.45 as a red oil, 36% yield.