Tetrabutylammonium Fluoride → HCID 86615387, compound

Participants

Reaction Steps

Add tetrabutylammonium fluoride (12.0 mL, 11.9 mmol, 1.0 M in tetrahydro-furan) to (2R, 5R)-5-Benzyloxymethoxy-2-formyl-piperidine-1-carboxylic acid 1-tert-butyl ester (8.0 g, 23.90 mmol) and 1,3-difluoro-5-(2-nitro-ethyl)-benzene (4.92 g, 26.30 mmol) in 150 mL tetrahydrofuran at room temperature, stir overnight and concentrate. Subject to silica gel chromatography, eluting with 100% hexane to 90:10 hexane: ethyl acetate) to provide the desired compound as a mixture of 3 isomers (8.0 g, 62% overall yield).

Provenance & Evidence