Recommanded Product: Benzoic anhydride. I found the field of Chemistry very interesting. Saw the article Threshold of Thioglycoside Reactivity Difference Is Critical for Efficient Synthesis of Type I Oligosaccharides by Chemoselective Glycosylation published in 2021, Reprint Addresses Lin, CH (corresponding author), Acad Sinica, Inst Biol Chem & Chem Biol & Mol Biophys, Taiwan Int Grad Program, Inst Biol Chem, Taipei 11529, Taiwan.; Lin, CH (corresponding author), Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan.; Lin, CH (corresponding author), Natl Taiwan Univ, Coll Life Sci, Inst Biochem Sci, Taipei 10617, Taiwan.. The CAS is 93-97-0. Through research, I have a further understanding and discovery of Benzoic anhydride.
Synthesis of type I LacNAc (Gal beta 1 -> 3GlcNAc) oligosaccharides usually suffers from low yields. We herein report the efficient synthesis of type I LacNAc oligosaccharides by chemoselective glycosylation. With 16 relative reactivity values (RRVs) measured thiotoluenyl-linked disaccharide donors and acceptors, chemoselective glycosylations were investigated to obtain optimal conditions. In these reactions, the RRV difference between the donors and acceptors had to be more than 6311 to obtain type I LacNAc tetrasaccharides in 72-86% yields, with minimal occurrence of aglycon transfer. The threshold of RRV difference was further applied to plan the synthesis of longer glycans. Because it is challenging to measure the RRVs of tetrasaccharides, anomeric proton chemical shifts were utilized to predict the corresponding RRVs, which consequently explained the outcome of glycosylations for the synthesis of type I LacNAc hexasaccharides. The result supported the idea that elongation of glycan chains has to proceed from the reducing to the nonreducing end for a better yield.
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Reference:
Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com