反应详情

Scheme IA, step C: Into a 250 mL single neck flask, (2-hydroxycyclopentyl)[(methylethyl)sulfonyl]amine (1.5 g, 7.24 mmol), pyridinium chlorochromate (2.34 g, 1.5 eq) and methylene chloride (100 mL) were mixed together and stirred for 4 hours at room temperature under a nitrogen atmosphere. The solution was then filtered over a Celite® mat and the resulting filtrate was washed once with water, dried over potassium carbonate, and concentrated under reduced vacuum to yield 1.31 g as an oil. This material was purified via silica gel chromatography employing the Chromatotron® and using a 4000 micron rotor while eluting with a solvent of methylene chloride/ethyl acetate 4:1 to yield the intermediate title compound (450 mg, 30%) as a slowly crystallizing oil. Ion spray M.S. 204 (M*−1). Analysis calculated for C8H15NO3S: Theory: C, 46.81; H, 7.37; N, 6.82. Found: C, 46.08; H, 7.12; N, 6.58.

1. filtrationThe solution was then filtered over a Celite® mat
2. washthe resulting filtrate was washed once with water
3. dry with materialdried over potassium carbonate
4. concentrationconcentrated under reduced vacuum
5. customto yield 1.31 g as an oil
6. customThis material was purified via silica gel chromatography
7. washwhile eluting with a solvent of methylene chloride/ethyl acetate 4:1