Total synthesis of spicamycin amino nucleoside.
[formula: see text] The first total synthesis of spicamycin amino nucleoside 2 has been achieved. The aminoheptose unit 5 was prepared stereoselectively from myo-inositol, and the characteristic N-glycoside linkage was constructed by way of Pd-catalyzed coupling reaction of 5 with 6-chloropurine derivative 6.
Suzuki
T
T
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Yokohama, Japan.
Tanaka
S
S
Yamada
I
I
Koashi
Y
Y
Yamada
K
K
Chida
N
N
D007294:Inositol / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010165:Palladium / Q000737:chemistry; D011684:Purine Nucleosides / Q000138:chemical synthesis / Q000737:chemistry
D011684:Purine Nucleosides; D007294:Inositol; D010165:Palladium; C015502:septacidin