p-Toluenesulfonic acid → HCID 10252901, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring mixture consisting of (Z)-isopropyl 7-((1R,2R,3S,5S)-2-((S,E)-3-(2,3-dihydro-1H-inden-2-yl)-3-hydroxyprop-1-enyl)-3-fluoro-5-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl)hept-5-enoate (prepared in Step I, 15.2 g) in a 10:1 isopropanol-water solution (300 mL) was added p-toluenesulfonic acid (1 g) and the reaction mixture was heated to 50° C. The reaction progress was monitored by TLC. Upon completion of reaction, the reaction mixture was evaporated to dryness and redissolved in ethyl acetate. The organic solution was washed twice with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified on silica gel. Elution with hexanes-ethyl acetate (9:1) afforded the title intermediate (2.2 g).

Provenance & Evidence