Water → 6,7-Bis(palmitoyloxy)-3-methyl-4-thiaheptanoic acid t-butyl ester

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Reaction Steps

To a solution of 6,7-dihydroxy-3-methyl-4-thiaheptanoic acid t-butyl ester as obtained in Reference Example 27 (500 mg) in chloroform (30 ml), triethylamine (5.6 ml), palmitoyl chloride (5.50 g) and dimethylaminopyridine (5 mg) were added, followed by stirring at room temperature for 48 hours. After addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with a 5% aqueous solution of citric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated saline, and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel chromatography (hexane:ethyl acetate=1:1) to yield the title compound (1.43 g, yield 99%) as a colorless oily substance.

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