225645-17-0Relevant academic research and scientific papers
'N-stereogenic quaternary ammonium salts' from L-amino acids: Synthesis, separation, and absolute configuration
Wu, Hua-Fang,Lin, Wen-Bin,Xia, Li-Zi,Luo, Ying-Gang,Chen, Xiao-Zhen,Li, Guo-You,Zhang, Guo-Lin,Pan, Xin-Fu
experimental part, p. 677 - 688 (2009/08/08)
Diastereoisomeric linear and cyclic 'N-chiral quaternary ammonium salts' (QASs) were efficiently synthesized from corresponding L-amino acids in high yields. The diastereoisomers of each pair of 'N-chiral QASs' were successfully separated. The absolute configurations of these QASs were determined predominately by X-ray single-crystal analysis. The 1H-NMR data of 'N-chiral QASs' provided characteristic information on the configuration of the N-chiral center. 'N-Chiral QASs' exemplified by [N(R)]-2a and [N(S)]-2a are stable in protic and aprotic solvents within a broad pH and temperature range.
