Phosphate → {3-[(1R,2S,3R)-3-Hydroxy-2-((S)-(E)-3-hydroxyoct-1-enyl)-5-oxocyclopentylsulfanyl]propylsulfanyl}acetic acid

Participants

Reaction Conditions

Reaction Steps

Methyl ester 8 (50 mg, 0.124 mmol) was dissolved in CH3CN (10 L) and pH 7.2 phosphate buffer (3.0 mL) was added. The mixture was treated with PLE (400 L, 1.34 mol/L) and stirred for 16 h at 23° C. The reaction mixture was extracted with EtOAc (3×). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. Purification of the residue by flash column chromatography (silica gel, 100% EtOAc) gave 5.3 mg (11%) of the above titled compound.

Provenance & Evidence