Acetic Anhydride → HCID 22850339, compound

Participants

Reaction Steps

Acetic anhydride (5.0 ml) and pyrdine (5.0 g) were added to the (1S,2RS,5S,6S,7R)-2-hydroxy-3-methylene-6-[(E,3S)-3-(2-tetrahydropyranyloxy)-1-octenyl]-7-(2-tetrahydropyranyloxy)bicyclo[3.3.0]octane (928 mg, 2.00 mmoles) obtained in Example 65, and the mixture was stirred at room temperature for 10 hours. The reaction mixture was concentrated under reduced pressure, and subjected to column chromatography (silica gel 200 g; hexane/ethyl acetate=19/1) to give (1S,2RS,5S,6S,7R)-2-acetoxy-3-methylene-6-[(E,3S)-3-(2-tetrahydropyranyloxy)-1-octenyl]-7-(2-tetrahydropyranyloxy)bicyclo[3.3.0]octane (982 mg, 1.94 mmoles, 97%).

Provenance & Evidence