Diisobutylaluminum hydride → HCID 86597139, compound

Participants

Reaction Conditions

Reaction Steps

4-Methoxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-(3′-chloro-4′-fluoro-biphenyl-4-yl)-1-(R)-formyl-ethyl]-amide was synthesized by the following procedure: To 4-methoxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-(3′-chloro-4′-fluoro-biphenyl-4-yl)-1-(R)-(methoxy-methyl-carbamoyl)-ethyl]-amide (85 mg, 0.14 mmol) in THF (2 mL) was added DIBAL-H (0.64 mL, 0.64 mmol, 1.0 M in DCM) at −78° C. and the mixture was stirred at −78° C. for 2 h. After that potassium sodium tartrate was added and the mixture was stirred overnight, then the mixture was extracted with ethyl acetate (3×25 mL). Organic extracts were combined and concentrated in vacuo. The crude product was then purified with silica gel column chromatography by using ethyl acetate:hexanes (2:1) to afford the aldehyde intermediate(45 mg).

Provenance & Evidence