Hydrogen Peroxide → HCID 57501852, compound

4.6 ml (9.23 mmol) of a 2N aqueous sulfuric acid solution and 3 ml of an aqueous solution of sodium tungstate dihydrate (101 mg, 0.31 mmol) were added to a solution of 1.14 g (6.15 mmol) of (2S,8aS)-2-methylthio-1,2,3,5,6,7,8,8a-octahydroindolizin-7-one [obtained as described in Preparative Example 12′ above] in 15 ml of methanol, and 1.35 ml (12.3 mmol) of a 30% aqueous solution of hydrogen peroxide were then added dropwise at 55° C. to the resulting mixture. The mixture was then stirred for 1 hour at the same temperature, at the end of which time 30 ml of a saturated aqueous solution of sodium hydrogencarbonate were added to it before extracting with methylene chloride. The organic extract was washed with water, dried over anhydrous magnesium sulfate and then concentrated by evaporation under reduced pressure. The resulting residue was purified by chromatography on an alumina column using ethyl acetate as the eluant to afford 945 mg (yield: 71%) of the title compound as a yellow oil.

1. customobtained
2. additionwere added to it
3. extractionbefore extracting with methylene chloride
4. extractionThe organic extract
5. washwas washed with water
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated by evaporation under reduced pressure
8. customThe resulting residue was purified by chromatography on an alumina column

ORD record

ord-a2e625a2bdab4d1ca2d919b716e12dc9

Source dataset

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07122666B2