Benzaldehyde → HCID 59918713, compound

Participants

Reaction Steps

1,1,3,3-Tetramethylguanidine (0.20 g, 1.7 inmol) was added to a solution of rac.-N-[4-[[(3-hydroxybenzyl)anlino]carbonyl]-2-methylbenzoyl]-2-(dimethoxyphosphinyl)glycine methyl ester (Example 140; 0.40 g, 0.9 mmol) and benzaldehyde (0.10 g, 0.9 mmol) in dichloromethane (50 mL) at room temperature and the reaction was stirred at ambient temperature over the weekend. The solution was diluted with dichloromethane (200 mL) and washed in turn with 1N hydrochloric acid solution, water and brine (200 mL each), dried (MgSO4) and evaporated to give (Z)-2-[[4-[[(3-hydroxybenzyl)amino]carbonyl]-2-methylbenzoyl]amino]-3-phenylpropenoic acid methyl ester (300 mg, 78% yield) which was used directly in a subsequent step.

Provenance & Evidence