Sialylation using N-glycolylneuraminyl phosphite donors to synthesize Neu5Gc-containing glycans.
Efficient sialylations using N-glycolylneuraminic acid (Neu5Gc) phosphite donors having an acetyl or benzyl group on the glycolyl moiety are described in the synthesis of Neu5Gc-containing glycans. Both phosphite donors 1 and 2 were readily coupled with primary and secondary acceptor alcohols in propionitrile at -78 degrees C to provide the desired glycosides with good alpha-selectivities.
Hanashima
Shinya
S
Material and Life Chemistry, Faculty of Engineering, Kanagawa University, Yokohama, Japan.
Tomiya
Taku
T
Ishikawa
Daichi
D
Akai
Shoji
S
Sato
Ken-ichi
K
D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D009438:Neuraminic Acids / Q000737:chemistry*; D017905:Phosphites / Q000737:chemistry*; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry*
D009438:Neuraminic Acids; D017905:Phosphites; D011134:Polysaccharides; C032592:N-glycolylneuraminic acid; D019158:N-Acetylneuraminic Acid