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N-(Fmoc-alpha-aminoacyl)benzotriazoles: versatile synthetic reagents from proteinogenic amino acids
Journal article   Open access  Peer reviewed

N-(Fmoc-alpha-aminoacyl)benzotriazoles: versatile synthetic reagents from proteinogenic amino acids

Alan R. Katritzky, Anamika Singh, Danniebelle N. Haase and Megumi Yoshioka
ARKIVOC free online journal of organic chemistry, Vol.2009(8), pp.47-56
01/01/2009
DOI: https://doi.org/10.3998/ark.5550190.0010.805

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
N-Fmoc-alpha-amino acids were smoothly converted into stable, crystalline N-(Fmoc-alpha-aminoacyl)benzotriazoles 2a-r (69-90%). Compounds 2b,g reacted with the chiral derivatizing reagent, (+/-)alpha-methylbenzylamine (5 or 6), to afford alpha-(N-Fmoc-amino) acid amides 3a,b and 4a,b (average yield 72%) with no detectable racemization.
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https://doi.org/10.3998/ark.5550190.0010.805View
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