Extensively stereodiversified scaffolds for use in diversity-oriented library synthesis.
The syntheses of stereodiverse libraries of 12 and 19 are reported, where each asterisk represents an independently varied stereocenter. These scaffolds provide additional templates for investigations of geometric diversity in library syntheses. Libraries of these N-Fmoc-amino acids were further functionalized by incorporation into a peptide sequence, demonstrating the utility of 12 and 19 as building blocks for diversity oriented synthesis.
Gierasch
Tiffany Malinky
TM
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
Shi
Zhangjie
Z
Verdine
Gregory L
GL
D000438:Alcohols / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D005449:Fluorenes / Q000138:chemical synthesis / Q000737:chemistry*; D005563:Formic Acid Esters / Q000737:chemistry; D007930:Leucine / Q000737:chemistry; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000438:Alcohols; D000475:Alkenes; D000596:Amino Acids; D005449:Fluorenes; D005563:Formic Acid Esters; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D009842:Oligopeptides; C000345:t-butyloxycarbonyl group; D007930:Leucine