WO2015125572 THIOPYRANOSE COMPOUND AND METHOD FOR PRODUCING SAME
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(Example 3)
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At room temperature with 3-chloroperbenzoic acid 47.4g dichloromethane 320mL solution of 5-hexenoic acid 18.3g, and the mixture was stirred at room temperature for 12 hours. The precipitated white precipitate was removed by Celite filtration, the filtration the solution to 0 ~ 10 ℃ 10-camphorsulfonic acid 3.7g is added in, followed by stirring at room temperature for 1 hour.Sodium bicarbonate 20g addition, after the solvent 200mL distilled off under reduced pressure, the precipitate is filtered off, the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography, a colorless 6 oil (hydroxymethyl) - to give the oxane-2-one 14.4g.
1 H-NMR (CDCl 3 ) delta value: 4.45-4.38 (1H, m), 3.84-3.61 (2H, m), 2.70-2.39 (2H, m), 2.05-1.40 (5H, m).
COSY PREDICT
HMBC
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