Diisopropylethylamine → N5-(2-chloro-5-sulfophenyl)-L-glutamine

Participants

Reaction Steps

2 mL of methanol and 3 mL of water were added to sodium 4-chloro-3-nitrobenzenesulfonate (1 mmol). 2% Pt-S/C in catalyst quantity was added thereto and stirred under hydrogen atmosphere overnight at room temperature. After filtering out the catalyst, the mixture was sufficiently dried. Then, 303 mg (1 mmol) of Boc-Glu-OtBu hydrochloride, 163 mg (1.2 mmol) of HOAt, 456 mg (1.2 mmol) of HATU, 2 mL of DMF and 0.35 mL of DIEA were added thereto and stirred at room temperature overnight. The reaction solution was diluted with water-acetonitrile and purified in accordance with the purification process A to obtain a protected form of a title compound. The obtained protected form was dissolved in 3 mL of a trifluoroacetic acid and stirred at room temperature for 2 hours. After removing a solvent, purification was conducted in accordance with the purification process A to obtain a title compound.

Provenance & Evidence