Phosphate → HCID 14507379, compound

Participants

Reaction Steps

To 29.00 mg of cupric oxide (CuO) and 42.65 mg of cupric chloride (CUCl2) were added 5 ml of acetone, one drop of distilled water and two drops of DMF. To the suspension thus obtained was added 44 mg of (-)-(3R,4R)-3,4-bis(t-butyldiphenylsilyloxymethyl)-1-methylthio-1-cyclobutene. After stirring the obtained mixture at 30° to 40° C. for 6 hours, 24.25 mg of cupric oxide (CuO) and 88.75 mg of cupric chloride (CuCl2) were further added thereto. The obtained mixture was stirred at 30° to 40° C. for 5 hours. Then a phosphate buffer solution was added to the reaction mixture. After filtering through Celite, water was added thereto, followed by extracting with ether. The ether extract was washed with a saturated aqueous solution of common salt and dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by thin layer chromatography. Thus 30.40 mg of (-)-(2R,3R)-2,3-bis(t-butyldiphenylsilyloxymethyl)-1-cyclobutanone was obtained. [α]D =-13.8° (c 0.608, CH2Cl2)

Provenance & Evidence