2,3-Dihydroxybutanedioic Acid → HCID 19002906, compound

Participants

Reaction Steps

To the nitrile (Step 1) (17.0 g, 0.107 mmol) in THF (465 mL) at -78° C. was added dropwise a DIBAL solution (157 mL, 0.235 mmol). The resulting mixture was brought slowly to 0° C. After completion, the reaction mixture was poured over 10% aqueous tartaric acid solution (1 L). After stirring for a period of 1 hr., the title product was extracted with EtOAc and purified by flash chromatography (40% to 50% EtOAc in hexane) to afford 15 g (88%) of the aldehyde.

Provenance & Evidence