L-Aspartic Acid → N-(Benzyloxycarbonyl)aspartic acid

Participants

Reaction Conditions

Reaction Steps

731 grams of 96.4% N-benzyloxycarbonyl aspartic acid, which was prepared byreaction of the sodium salt of L-aspartic acid with benzylchloroformate at a pH of about 11.3, and which contained about 0.44 weight percent of N-benzyloxycarbonyl aspartyl aspartic acid was added to 2000 grams of tap water at room temperature. To this solution were slowly added 300 milliliters of 50% sodium hydroxide. The temperature and pH of the slurry rose from about 22° C. and 2.19 to 55° C. and 11.3 respectively. The resulting alkaline solution was then heated to 85° C. During the first 20 minutes of heating, the pH of the alkaline solution dropped to about 9.9. The pH was raised by the addition of 20 milliliters of additional 50% sodium hydroxide to the alkaline solution and the solution stirred for 30 minutes until the pH appeared to stabilize at 10.42, measured at 85° C.

Provenance & Evidence