Water → HCID 20028751, compound

Participants

Reaction Steps

1 g (2.33 mmol) of methyl 7-(2-benzyloxy-3-cyclopentylphenyl)-6-hydroxy-4-thiaheptanoate (Example 1) is dissolved in 3 ml of tetrahydrofuran, and the solution is added dropwise to 250 mg of lithium aluminum hydride in 20 ml of tetrahydrofuran. The mixture is left to stir at room temperature for 30 min and then, with caution, 0.25 ml of water, 0.25 ml of 15% strength sodium hydroxide solution and 0.73 ml of water are successively added. The precipitate is filtered off, the filtrate is washed once with saturated brine and dried over magnesium sulfate, and the solvent is removed by distillation in vacuo. The residue is purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 1:1). 745 mg of 7-(2-benzyloxy-3-cyclopentylphenyl)-6-hydroxy-4-thiaheptane-1,6-diol are obtained.

Provenance & Evidence