Water → HCID 86745148, compound

Participants

Reaction Steps

A mixture of (8R,11R,12R,15R,16R)11,15-di-t.butyl-dimethylsilyloxy-16-methyl-16-methoxy-9 -oxo-prost-13-en-1-oic acid, methyl ester (0.045 g, 0.07 mmol) in 0.5 ml of HOAc/H2O)/THF: 3/1/1) was stirred for 48 h at room temperature. After adding more water (5 ml), the mixture was neutralized by addition of an aqueous solution of Na2HPO4, and extracted with Et2O (2×10 ml). The combined organic layers were washed with aqueous NaHCO3, water and then brine, dried (MgSO4) and flash evaporated to afford crude (8R,11R,12R,15R,16R)11,15-Dihydroxy-16-methyl-16-methoxy-9-oxo-prost-13-en-1-oic acid, methyl ester. Final purification was achieved by chromatography on 10 g of silicagel (eluant EtOAc).

Provenance & Evidence