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Paper | Special issue | Vol 90, No. 1, 2015, pp.563-578
Published online, 4th August, 2014
DOI: 10.3987/COM-14-S(K)61
Synthesis of Model Compounds Related to Linear β-D-(1→6)-Galactosyl Side-Chains of Polysaccharides from Astragalus mongholicus Bunge

Noriyasu Hada, Ryo Shimura, Kyoko Hakamata, Hiroaki Kiyohara, Haruki Yamada, Tadahiro Takeda, and Fumiyuki Kiuchi*

*Faculty of Pharmacy, Keio University, 1-5-30 Shiba-Kouen, Minato-ku, Tokyo, Japan


Stereocontrolled efficient syntheses of β-(16)-linked di-, tetra- and octa-galactans as model compounds of arabino-3,6-galactans isolated from Astragalus mongholicus are described. The syntheses consisted of simple glycosylation cycles: an acceptor and a donor prepared from a common compound were coupled, and the glycosylation product was converted to the acceptor and donor of the next glycosylation.