One-pot synthesis of glycyrrhetic acid polyglycosides based on grafting-from method using cyclic sulfite
One-pot synthesis of glycyrrhetic acid polyglycosides based on grafting-from method using cyclic sulfite
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DOI：
10.1016/j.tetlet.2016.07.001
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发表时间：
2016-08-10
影响因子：
1.8
通讯作者：
Koyama, Yasuhito
中科院分区：
文献类型：
--
作者：
Shetty, Sangeetha S.;Koyama, Yasuhito
以甘草酸为糖元，通过环亚硫酸盐(4)的阳离子开环缩聚反应，在一锅内合成了甘草酸多苷。亚硫酸盐4是制备（1 - >2）连接多糖骨架的实用单体。通过与常规环氧化物(2)的热力学参数比较，评价了4的化学稳定性。在TfOH和MS 3A的存在下，在CH2Cl2中进行了甘草次酸(5)的接枝反应。通过改变引发剂的投料比，可以适度控制聚合度。(C) 2016 Elsevier Ltd.版权所有。
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.