Sodium Hydroxide → HCID 18387433, compound

Participants

Reaction Steps

A mixture of Compound 7 as prepared in Example 31 (0.105 g, 0.24 mM), 2,4-dimethoxybenzaldehyde (0.040 g, 0.240 mM) and acetic acid (0.05 ml) in methanol was stirred at room temperature for three hours and 2.5 equivalence of sodium cyanoborohydride was added. The mixture was stirred at room temperature for an additional 4 hours and a 6N NaOH (0.5 ml; adjusted to pH8) was added. The methanol was removed under reduced pressure and the residue diluted with water (50 ml) and extracted with ethyl acetate (2×5 ml). The ethyl acetate extracts were dried (MgSO4), evaporated in vacuo and purified by flash column chromatography (EM silica gel 60; 5% MeOH in CH2Cl2) to give a white solid product. m/z (MH+) 596.

Provenance & Evidence