Asymmetric synthesis of non-proteinogenic dipeptides by the bislactim ether method, I. Asymmetric synthesis of Boc-L-Val-(R)-α-MePro-OMe, Boc-L-Val-(R)-Pro-OMe, and of Boc-L-Val-(R)-α-MePhe-OMe, Ac-L-Val-(R)-α-MePhe-OMe and their analogues. A new strategy for the synthesis of non-proteinogenic dipeptides

✍ Scribed by Schöllkopf, Ulrich ;Wick, Ralf ;Hinrichs, Rolf ;Lange, Meinolf

• Publisher: John Wiley and Sons
• Year: 1988
• Tongue: English
• Weight: 823 KB
• Volume: 1988
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.198819881103

✦ Synopsis

I n w siriiteg! for i l i c asyminctric synthesis of non-protcinogcnic clipcptidcs haxed on the bislactim ether nicthod is dcscrihcd. The nnn-prc,trinopeilic aniino acid which is part of the dipcpiidc. is Iwilt 1117 sicrensclcctiucly at the bislitctini ether si;tgc. Subscqucntl). ilmc hial;iclim cilmcr is p;irti:tlly cleaved t o it nmonolnctini ciher. This. in turn. is convcricd into ;I dipcptidc ester with thc non-proicinoge~ii~ ;inmiimo acid cithcr in Cor in N-icrminal pn-5iticvi. The titlc coinpounds were synihrsiml by ihis new strategy.