Chiral tetraazamacrocycles having four pendant-arms.
A chiral tetraazamacrocycle 9 having four pendant-arms was synthesized by repeating ring opening of an Ns-aziridine with secondary amines, followed by macrocyclization. The structure of 9 has been determined by single crystal X-ray diffraction analysis and NMR studies. Sugar-hybrid molecules 12a-12f were synthesized based on the scaffold 9. NMR study showed that 12a-12f keep the similar conformation as 9 in solution.
Department of Applied Chemistry, Tokyo Institute of Technology, 2-12-1, Ookayama, Meguro, Tokyo 152-8552, Japan.
Seiji
S
Kamioka
Takashi
T
Takahashi
Susumu
S
Kawauchi
Hiroaki
H
Adachi
Yusuke
Y
Mori
Kotaro
K
Fujii
Hidehiro
H
Uekusa
Takayuki
T
Doi
D000588:Amines / Q000737:chemistry; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D001388:Aziridines; D018360:Crystallography, X-Ray; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
D000588:Amines; D001372:Aza Compounds; D001388:Aziridines; D047028:Macrocyclic Compounds; C033132:aziridine