HCID 76694870, compound → HCID 68469176, compound

Participants

Reaction Steps

A solution of racemic aldehyde (2-1) (0.03 g, 0.1 mmol) in THF (6 mL) at −78° C. was treated with a solution of ethylmagnesium chloride (0.05 mL of a 2M soln in THF). A heavy precipitate formed immediately. The reaction was quenched with water and the mixture extracted with EtOAc. The organic solution was washed with brine, dried over MgSO4, filtered, and concentrated. The residue was dissolved in MeCN (0.5 mL) and purified by reverse phase HPLC (YMC J-sphere H80 20×50 mm; eluted with 5-95% MeCN/water+0.1% TFA) to provide (2-2) as a mixture (˜2:1) of isomers. LRMS nm/z (M+H) 327.2 found, 327.2 required.

Provenance & Evidence