84380-10-9Relevant articles and documents
Facile synthesis of sugar lactols via bromine-mediated oxidation of thioglycosides
Meng, Shuai,Bhetuwal, Bishwa Raj,Acharya, Padam P.,Zhu, Jianglong
, p. 109 - 126 (2019/03/26)
Synthesis of a variety of sugar lactols (hemiacetals) has been accomplished in moderate to excellent yields by using bromine-mediated oxidation of thioglycosides. It was found that acetonitrile is the optimal solvent for this oxidation reaction. This approach involving bromine as oxidant is superior to that using N-bromosuccinimide (NBS) which produces byproduct succinimide often difficult to separate from the lactol products.
An efficient synthesis of C3 C-alkylated Neu5Ac2en derivatives
Rudrawar, Santosh,Pascolutti, Mauro,Bhatt, Beenu,Thomson, Robin J.,Von Itzstein, Mark
supporting information, p. 1198 - 1201 (2013/03/14)
C3-modified Neu5Ac2en derivatives can be used to study the flexible 150-loop region of influenza virus sialidases and also provide a new template for the development of next-generation sialidase inhibitors. This Letter describes an efficient synthetic route towards the large scale synthesis of C3 C-alkylated Neu5Ac2en derivatives. The key intermediate, a 3-eq-allyl-Neu5Ac derivative, is formed by stereoselective addition of the allyl group in an equatorial configuration at C3, regardless of the stereochemistry of the bromohydrin precursor.
Chemical Synthesis and Enzymatic Testing of CMP-Sialic Acid Derivatives
Wolf, Saskia,Warnecke, Svenja,Ehrit, Joerg,Freiberger, Friedrich,Gerardy-Schahn, Rita,Meier, Chris
, p. 2605 - 2615 (2013/01/16)
The cycloSal approach has been used in the past for the synthesis of a range of phosphorylated bioconjugates. In those reports, cycloSal nucleotides were allowed to react with different phosphate nucleophiles. With glycopyranosyl phosphates as nucleophile