Acetic Acid → (Z)-7-{(1R,2S)-2-[(E)-(S)-5-(4-Bromo-5-methyl-thiophen-2-yl)-3-hydroxy-pent-1-enyl]-5-oxo-cyclopent-3-enyl}-hept-5-enoic acid methyl ester

Temperature

70 °C

A mixture of 5 (1.486 g, 2.03 mmol), HOAc (20 mL), H2O (10 mL) and THF (10 mL) was stirred at 70° C. for 17 h. The reaction was then poured into 750 mL saturated NaHCO3 solution and the resulting mixture was extracted with ethyl acetate (4×200 mL). The combined ethyl acetate solution was dried (Na2SO4), filtered and evaporated. Flash chromatography (50% ethyl acetate/hexanes) gave 6 (497 mg, 1.03 mmol, 51%).

1. extractionthe resulting mixture was extracted with ethyl acetate (4×200 mL)
2. dry with materialThe combined ethyl acetate solution was dried (Na2SO4)
3. filtrationfiltered
4. customevaporated

ORD record

ord-3339887dda3447d3a2f615e01fb6011d

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07906552B2