Sodium Chloride → (RS)-S-ethyl-N-({[(1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl]oxy}carbonyl)-S-(4-nitrophenyl)sulfoximide

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Reaction Steps

100 mg (0.47 mmol) of (RS)—S-(4-nitrophenyl)-S-ethyl sulfoximide in 4.40 ml of pyridine is mixed drop by drop at room temperature with 0.46 ml (2.17 mmol) of (+) menthyl chloroformate. The batch is stirred for 4 hours at room temperature and then added to dilute NaCl solution. It is extracted from ethyl acetate. The combined organic phases are dried (Na2SO4), filtered and concentrated by evaporation. The remaining residue is purified by chromatography (hexane/ethyl acetate 1:1). 161 mg (0.41 mmol, corresponding to 87% of theory) of the product is obtained.

Provenance & Evidence