3'-Tetrahydrofuranylglycine as a novel, unnatural amino acid surrogate for asparagine in the design of inhibitors of the HIV protease
…, JE Schwering, J Wai, PL Darke, J Zugay
文献索引：Thompson, Wayne J.; Ghosh, Arun K.; Katharine Holloway; Lee, Hee Yoon; Munson, Peter M.; Schwering, John E.; Wai, Jenny; Darke, Paul L.; Zugay, Joan; Emini, Emilio A.; Schleif, William A.; Huff, Joel R.; Anderson, Paul S. Journal of the American Chemical Society, 1993 , vol. 115, # 2 p. 801 - 803
Saponification followed by copper ion promoted decarboxylation7 afforded the optically pure (R)-and (S)-3-tetrahydrofuranylacetic acids 3a and 3b in excellent yields. The asymmetric azidation methodology of Evans* was employed in excellent overall yields for the stereoselective introduction of the a-amino functionality as shown in Scheme I. The hydroxyethylamine isostere 11 was conveniently prepared from the readily available ...
