Potassium sodium tartarate → HCID 59822022, compound

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Reaction Steps

At 0° C., 10.25 ml of a 1 M solution of lithium aluminium hydride (10.25 mmol, 1.1 eq.) in THF are added dropwise to a solution of 5.72 g (9.3 mmol) of the compound from Example 4A in 116 ml of dry THF. With stirring, the mixture is warmed to room temperature over a period of 6 h. For work-up, 120 ml of a saturated sodium potassium tartrate solution are added carefully. After the evolution of gas has ceased, the mixture is extracted three times with ethyl acetate, the combined organic phases are washed with a 1:1 mixture of sodium bicarbonate solution and saturated sodium chloride solution and this aqueous phase for its part is re-extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue is purified chromatographically and at the same time separated into the diastereomers of the product (column: Chiralpak AD, 500 mm×40 mm, 20 μm; mobile phase: isohexane/isopropanol 97.5:2.5; flow rate: 50 ml/min).

Provenance & Evidence