Acetone → Anecortave Acetate

関与物質

反応条件

反応手順

17α-hydroxy-20-phenoxypregna-4,9(11),20-trien-3-one (4.05 grams, 10 mmoles) is slurried in a 250 ml round bottom flask, in an aqueous pH 8 potassium phosphate buffer (20 ml, 0.05M in PO4≡) prepared as in Example 1. Tetra n-butylammonium bromide (0.64 grams, 2.0 mmole), acetone (20 ml), methylene chloride (40 ml) are added and the mixture cooled to 15° C. 18.42 grams, 30 mmoles of OXONE® (2KHSO5.KHSO4.K2SO4) is dissolved in 62 ml of water filtered and placed in an addition funnel. The OXONE solution is added dropwise with stirring while maintaining the pH between 6.8 and 7.2 with 30% potassium hydroxide. The reaction is run to completion. Fifty ml of water is added and the reaction mixture is filtered. The filtered solids are rinsed with methylene chloride and water, the layers are separated and the methylene chloride layer is filtered thru a solka flok filter. Two ml of glacial acetic acid are added and the mixture is stirred for 1 hour to yield 2.5 grams of 17α-hydroxy-21 -acetoxy-pregna-4,9(11)-diene-3,20-dione at room temperature.

情報源と証拠