Hydrochloric Acid → HCID 131726300, compound

Participants

Reaction Steps

Di-tert-butyl [(5S)-3-(5-{2-fluoro-4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}pyridin-2-yl)-4,5-dihydroisoxazol-5-yl]methyl phosphate (Intermediate 19, 6.07 g, 9.63 mmol) was added to MeOH:CH2Cl2 1:1 (100 ml). 4 N HCl in dioxane (15 ml) was then added and the reaction was allowed to stir at room temperature for 2 hours. The solution was then poured into Et2O (800 ml) and the precipitate was collected by vacuum filtration. The precipitate was then washed with Et2O (3×100 ml) and then dried in vacuo for 1 hour. The resulting solid was then dissolved in a mixture of distilled water (60 ml) and concentrated ammonium hydroxide (5 ml). The aqueous solution was then frozen in a round bottom flask using dry ice/acetone and placed on a freeze dryer for 2 days. The solid was then suspended in a mixture of MeOH (60 ml) and Et2O (200 ml) and then filtered. The solid was washed with additional Et2O (2×100 ml) and then placed in a round bottom flask in vacuo overnight to yield the product (5.262 g).

Provenance & Evidence