Premium
Expeditious Synthesis of Orthogonally Protected Saccharides through Consecutive Protection/Glycosylation Steps
Author(s) -
Tu Zhijay,
Liu PengKai,
Wu MingChih,
Lin ChunHung
Publication year - 2015
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.201400166
Subject(s) - chemistry , glycosylation , glycan , yield (engineering) , mannose , combinatorial chemistry , sequence (biology) , reaction conditions , protecting group , organic chemistry , biochemistry , catalysis , glycoprotein , materials science , alkyl , metallurgy
We recently developed a facile synthesis to yield orthogonally protected mannose‐ and Gal‐β1,3/4‐GlcNAc‐containing oligosaccharides. With optimized reaction conditions, the protection/glycosylation steps were carried out in a successive manner, without purification of intermediate products. The entire development sequence is herein described in detail, including each installation and removal of protecting groups, the optimization of glycosylation reactions, the successive operation of reaction steps, and further applications for glycan synthesis. We also discuss the unsolved problems and current challenges.