Methanol → HCID 58908003, compound

Participants

Reaction Steps

The aforementioned (2R,4R)-2-benzyloxycarbonylamino-4-methylcarbamoyl-4-(3-indolylmethyl)-γ-butyrolactone in an amount of 897 mg was dissolved in 40 ml of methanol, and 400 mg of 10% Pd—C was added thereto. Reduction was performed at room temperature in an atmosphere of hydrogen at ordinary pressure for 1 hour. After removing the catalyst by filtration, the reaction solution was vacuum concentrated. The residue was dissolved in 15 ml of ethanol, and 1.9 ml of a 2 N sodium hydroxide solution was added followed by stirring for a while. The reaction solution was vacuum concentrated and the residue was dissolved in 5 ml of water. The pH of the resulting solution was adjusted with a 2 N hydrochloric acid solution to be slightly acidic. Ethanol was then added and the deposited crystals were filtered resulting in 360 mg of (2R,4R)-2-amino-4-hydroxy-4-methylcarbamoyl-4-(3-indolylmethyl)butyric acid (1.18 mmol) as a crystal (Compound No. 7 in Table 1).

Provenance & Evidence