Synthetic assembly of two β-cyclodextrins through a trehalose moiety as a linker

TETRAHEDRON LETTERS

卷:78

Article

Ishimaru, Yoshihiro¹  Saito, Yosuke¹  Shiraishi, Yoko S.¹  Esumi, Yasuaki²  Terunuma, Daiyo¹  Kuzuhara, Hiroyoshi¹  Matsuoka, Koji^1,3 

[1] Saitama Univ, Grad Sch Sci & Engn, Div Mat Sci, Area Mol Funct,Sakura Ku, Saitama 3388570, Japan

[2] Inst Phys & Chem Res RIKEN, Wako, Saitama 3510198, Japan

[3] Saitama Univ, Adv Inst Innovat Technol AIIT, Med Innovat Res Unit MiU, Sakura Ku, Saitama 3388570, Japan

关键词: Cyclodextrins;    Trehalose;    Dimers;    Birch reduction;    Sulfides;    Inclusion properties;   

DOI  :  10.1016/j.tetlet.2021.153287

来源: Elsevier

【 摘 要 】

Synthetic assembly of two beta-cyclodextrins (CDs) was efficiently accomplished using a 6,6'-di-iodotrehalose derivative as a unique linker by means of a one-pot reaction in liquid ammonia for Birch reduction and subsequent S(N)2 replacement. The unique sulfide-linked CD dimer displayed a wider hydrophobic region due to the cavity of the CDs and a part of similar structure of a trehalose linker. An inclusion property of the CD dimer was tentatively examined using TNS (2-p-toluidinylnaphthalene-6-sulfonate) as a model guest compound. (C) 2021 Elsevier Ltd. All rights reserved.

【 授权许可】

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