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Synthesis of Oligosaccharide-Branched Ribofuranan by Ring-Opening Polymerization of a New Anhydroribo Trisaccharide Monomer

✍ Scribed by Dai Yoshida; Shuqin Han; Kei-Ichi Narita; Kazuyuki Hattori; Takashi Yoshida

Book ID
102473824
Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
372 KB
Volume
9
Category
Article
ISSN
1616-5187

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✦ Synopsis

Abstract

A new anhydroribotrisaccharide monomer, A2B3LR (1), was synthesized and ROP was carried out to elucidate the polymerizability and to obtain oligosaccharide‐branched polysaccharides with defined structures. The new trisaccharide monomer was found to be polymerized readily with BF~3~ · OEt~2~ as a catalyst at −40 °C to give a lactose‐branched polymer. Copolymerization with ADBR gave the corresponding copolymers in good yields. After removal of protective benzyl groups, D‐lactose‐branched ribofuranans with free hydroxyl groups were obtained in good yields. The structure of polymers was analyzed by ^1^H, ^13^C, and two‐dimensional NMR measurements, suggesting that D‐lactose‐branched ribofuranans had (1 → 5)‐α stereoregularity.

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