Citric Acid → tBoc-Lys(Cbz)-Ala-OH

Participants

Reaction Steps

A mixture of tBoc-Lys(Cbz)-Ala-OMe (6.4545 g, 13.86 mmol) 16 and LiOH (1.004 g, 41.8 mmol) in methanol/water (80/10 mL) was stirred at room temperature for 4 h. The reaction mixture was neutralized with 0.5 N citric acid and methanol was removed under reduced pressure. The resulting aqueous solution was diluted with water and extracted with dichloromethane and ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4, filtered, concentrated and dried under vacuum to obtain 17 as a white solid (3.445 g, 55%). The product was used without further purification.

Provenance & Evidence