TY - JOUR
T1 - N-(Fmoc-aα-aminoacyl)benzotriazoles
T2 - Versatile synthetic reagents from proteinogenic amino acids
AU - Katritzky, Alan R.
AU - Singh, Anamika
AU - Haase, Danniebelle N.
AU - Yoshioka, Megumi
PY - 2009
Y1 - 2009
N2 - N-Fmoc-aα-amino acids were smoothly converted into stable, crystalline N-(Fmoc-aα-aminoacyl)benzotriazoles 2a-r (69-90%). Compounds 2b,g reacted with the chiral derivatizing reagent, (+/-)aα- methylbenzylamine (5 or 6), to afford aα-(N-Fmoc-amino)acid amides 3a,b and 4a,b (average yield 72 %) with no detectable racemization.
AB - N-Fmoc-aα-amino acids were smoothly converted into stable, crystalline N-(Fmoc-aα-aminoacyl)benzotriazoles 2a-r (69-90%). Compounds 2b,g reacted with the chiral derivatizing reagent, (+/-)aα- methylbenzylamine (5 or 6), to afford aα-(N-Fmoc-amino)acid amides 3a,b and 4a,b (average yield 72 %) with no detectable racemization.
KW - Aα-(N-fmoc-amino)acid amides
KW - Aα-aminoacylation
KW - N-(Fmoc-aα-aminoacyl)benzotriazoles
KW - N-fmoc-aα-amino acids
UR - http://www.scopus.com/inward/record.url?scp=68349122704&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=68349122704&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:68349122704
SN - 1551-7012
VL - 2009
SP - 47
EP - 56
JO - Arkivoc
JF - Arkivoc
IS - 8
ER -