Synthesis of thiomaltooligosaccharides by a thio-click approach
| Autor: | László Lázár, László Somsák, Anikó Borbás |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
biology
010405 organic chemistry Chemistry Organic Chemistry Oligosaccharides Thio Stereoisomerism General Medicine Photochemical Processes 010402 general chemistry biology.organism_classification 01 natural sciences Biochemistry Combinatorial chemistry Coupling reaction 0104 chemical sciences Analytical Chemistry Természettudományok Carbohydrate Conformation Tetra Click Chemistry Stereoselectivity Sulfhydryl Compounds Kémiai tudományok Protecting group |
| Zdroj: | Carbohydrate Research. 470:8-12 |
| ISSN: | 0008-6215 |
| Popis: | Phenyl 2,3,6,2′,3′,6′-hexa-O-acetyl-4′-S-acetyl-1,4,4′-trithio-β- d -maltoside and its tri-, tetra- and pentasaccharide homologues were prepared by completely regio- and stereoselective photoinitiated thiol-ene coupling reactions of 2-acetoxy-glucal and 4-thioglucose type reaction partners. Complex protecting group strategies could be avoided since all thiols and glucals were prepared from a single starting material, phenyl 2,3,6-tri-O-acetyl-4-S-acetyl-1,4-dithio-β- d -glucopyranoside. The method represents a simple alternative to the known syntheses of similar products. |
| Databáze: | OpenAIRE |
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