Lithium Hydroxide → (2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol

Participants

Reaction Steps

To a suspension of (2S)-1-(2-bromoisonicotinoyloxy)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)propane (4.68 g) in methanol (100 ml) is added a 1 M lithium hydroxide (8.1 ml), and the mixture is stirred for 15 hours. The reaction mixture is concentrated under reduced pressure to remove the methanol, and the residue is extracted with methylene chloride. The extract is washed, dried, and concentrated. The residue is purified by silica gel chromatography (solvent; chloroform:acetone=5:1) to give (2S)-2-(2-bromoisonicotinoylamino)-3-(3,4-dimethoxyphenyl)-1-propanol (1.2 g).

Provenance & Evidence