LiOH-mediated N-monoalkylation of α-amino acid esters and a dipeptide ester using activated alkyl bromides

✍ Scribed by Jong Hyun Cho; B.Moon Kim

• Book ID: 104232434
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 66 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)02394-2

✦ Synopsis

Selective N-monoalkylation of a-amino esters with activated alkyl bromides was studied using various alkali or alkali earth metal bases. In the production of N-monoalkylated amino ester derivatives and suppression of N,N-dialkylation, lithium hydroxide was more effective than any other alkali or alkali earth bases examined. Using this protocol, a variety of N-alkylated a-amino esters and even dipeptide esters have been successfully prepared using various activated alkyl bromides.