Lithium Hydroxide → HCID 66553817, compound

Participants

Reaction Steps

Methyl 4-(2,6-dimethoxyphenyl)-L-phenylalanine hydrochloride (3.53 g, 10 mmol) obtained in step 3 in Example 50 was dissolved in methanol/THF. A solution of LiOH (927 mg) in water (10 ml) was added to the obtained solution. After stirring for 40 minutes, the reaction solution was filtered, and the filtrate was concentrated under reduced pressure and then subjected to the azeotropic distillation with ethanol twice. The obtained solid was dissolved in acetone/water (20 ml/20 ml). Sodium hydrogencarbonate (1.68 g) and Fmoc-Osu (3.37 g) were added to the obtained solution, and they were stirred for 19 hours. The reaction solution was adjusted to pH 2 with concentrated hydrochloric acid. After the extraction with a solvent mixture of isopropanol/dichloromethane (1/1), the extract was concentrated under reduced pressure. The product was purified by the silica gel column chromatography (hexane, hexane/ethyl acetate, 2/1, 3/2) to obtain 5.74 g (100%) of the intended compound.

Provenance & Evidence