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Synlett 2000; 2000(10): 1423-1426
DOI: 10.1055/s-2000-7646
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Synthesis of a Glucoheptaose - the Repeating Unit of Lentinan

Guangbin Yang* , Fanzuo Kong
  • *Research Center for Eco-Environmental Sciences, Academia Sinica, P.O. Box 2871, Beijing 100085, P.R. China; Fax 86-10-62 92 35 63; E-mail: fzkong@mail.rcees.ac.cn
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Publication Date:
31 December 2000 (online)

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An allyl glucoheptaoside, allyl β-d-Glu-(1 → 3)-[β-d-Glu-(1 → 6)]-β-d-Glu-(1 → 3)-β-d-Glu-(1 → 3)-[β-d-Glu-(1 → 6)]-β-d-Glu-(1 → 3)-β-d-Glucoside, representing the repeating unit of lentinan was synthesized through a stepwise way. The key step involved di-6-O-selective glycosylation using perbenzoylated glucopyranosyl imidate as the donor and 1 → 3-β-linked pentasaccharide having 4,6-free hydroxy groups at B and D rings as the acceptor.

imidate - regio- and stereoselective synthesis - repeating unit of lentinan