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Synthesis of a sucrose-based macrocycle with unsymmetrical monosaccharides "arms".

ABSTRACT: An efficient methodology for the selective substitution of both terminal positions (C6 and C6') in 1',2,3,3',4,4'-hexa-O-benzylsucrose with different unsaturated monosaccharide units is presented. Such a highly functionalized intermediate was cyclized under RCM conditions to afford a macrocyclic derivative containing a 31-membered ring in 26% yield.

SUBMITTER: Tiara K

PROVIDER: S-EPMC5870162 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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Synthesis of a sucrose-based macrocycle with unsymmetrical monosaccharides "arms".

Tiara Karolina K Potopnyk Mykhaylo A MA Jarosz Sławomir S

Beilstein journal of organic chemistry 20180315

An efficient methodology for the selective substitution of both terminal positions (C6 and C6') in 1',2,3,3',4,4'-hexa-<i>O</i>-benzylsucrose with different unsaturated monosaccharide units is presented. Such a highly functionalized intermediate was cyclized under RCM conditions to afford a macrocyclic derivative containing a 31-membered ring in 26% yield. ...[more]

PMID: 29623125

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