3-Methoxybenzaldehyde → HCID 86751161, compound

Participants

Reaction Steps

A solution of 0.70 mL (4.7 mmol) of 1,8-diazabicyclo[5.4.0.]undec-7-ene (DBU) and 1.40 g (4.7 MMOL) of tert-butoxycarbonylamino-(dimethoxyphosphoryl)acetic acid, methyl ester of Example 29 in 14 mL of methylene chloride is stirred at room temperature for 25 minutes. A quantity of 0.64 g (4.7 mmol) of 3-methoxybenzaldehyde is added and the solution is stirred at room temperature overnight. Methylene chloride (100 mL) is added and the solution is washed with 80mL of 1N hydrochloric acid and then with 80 mL of brine. The dried (magnesium sulfate) organic phase is evaporated and the product is purified by silica gel chromatography, eluting with 18% ethyl acetate to give pure product as a white powder; wt 1.25 g (86%);

Provenance & Evidence