One-pot synthesis of glycyrrhetic acid polyglycosides based on grafting-from method using cyclic sulfite

被引：13

作者：

Shetty, Sangeetha S. ^{[1
,2
]}

Koyama, Yasuhito ^{[2
]}

机构：

[1] Hokkaido Univ, Inst Catalysis, Kita Ku, N21 W10, Sapporo, Hokkaido 0010021, Japan

[2] Toyama Prefectural Univ, Fac Engn, Dept Biotechnol, 5180 Kurokawa, Imizu, Toyama 9390398, Japan

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 32期

关键词：

Glycyrrhetic acid; Glycyrrhizin; Cyclic sulfite; Grafting-from; Ring-opening polymerization; RING-OPENING POLYMERIZATION; 1,2-O-SULFINYL DERIVATIVES; SELECTIVE SYNTHESIS; CHEMICAL SYNTHESIS; GLYCOSIDES; 1,2-ANHYDRO-3,4,6-TRI-O-BENZYL-BETA-D-MANNOPYRANOSE; POLYSACCHARIDES; DISACCHARIDES; SAPONINS; LICORICE;

D O I：

10.1016/j.tetlet.2016.07.001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glycyrrhetic acid polyglycosides were synthesized in one-pot via cationic ring-opening condensation polymerization of cyclic sulfite (4) initiated by glycyrrhetic acid as an aglycon. Sulfite 4 worked as a practical monomer for the preparation of (1 -> 2)-linked polysaccharide skeletons. The chemical stability of 4 was evaluated by the comparison of thermodynamic parameters with those of conventional epoxide (2). The grafting reaction of 4 from glycyrrhetic acid (5) was performed in the presence of TfOH and MS 3A in CH2Cl2 at room temperature. The polymerization degree was moderately controllable by the change of feed ratio of initiator. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：3657 / 3661

页数：5

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