AI Article Synopsis

  • A new, efficient method for synthesizing N-protected β-amino alcohols and peptaibols using N-hydroxysuccinimide active esters has been developed, ensuring no racemization occurs.
  • The technique successfully produces dipeptide, tripeptide, and pentapeptide alcohols with high yields.
  • Structural analysis of the synthesized compounds revealed a specific type III β-turn in the crystals of the tripeptide alcohol, and the method works well with various protecting groups like Fmoc and Boc.

Article Abstract

A facile, efficient and racemization-free method for the synthesis of N-protected β-amino alcohols and peptaibols using N-hydroxysuccinimide active esters is described. Using this method, dipeptide, tripeptide and pentapeptide alcohols were isolated in high yields. The conformations in crystals of β-amino alcohol, dipeptide and tripeptide alcohols were analysed, with a well-defined type III β-turn being observed in the tripeptide alcohol crystals. This method is found to be compatible with Fmoc-, Boc- and other side-chain protecting groups.

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Source
http://dx.doi.org/10.1039/c0ob01226bDOI Listing

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