Hydrochloric Acid → 2-Propanyl 4-[(3S,5aR,6R,7R,8aS)-7-(tetrahydro-2H-pyran-2-yloxy)-6-vinyloctahydro-2H-cyclopenta[b]oxepin-3-yl]butanoate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

Methyltriphenylphosphonium bromide (2.60 g) was suspended in THF (10 mL), and followed by cooling to 0° C. Sodium hexamethyldisilazane (7.0 mL, 1 mol/L THF solution) was added, followed by stirring at the same temperature for 30 minutes. A THF (1 mL) solution of the compound (1.0 g) produced in Example 13 was added dropwise, followed by stirring at the same temperature for 1 hour. An extract obtained by pouring the reaction solution to 1 N hydrochloric acid cooled to 0° C. and extracting with ethyl acetate was washed with water, an aqueous saturated sodium bicarbonate solution and a saturated saline; dried with anhydrous magnesium sulfate; and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain a titled compound (967 mg) having the following physical property values.

Herkunft & Nachweise