Total Synthesis of a Trehalose-Containing Lipooligosaccharide Analogue from Mycobacterium linda
SS Nalpe, S Jana, SS Kulkarni - Organic Letters, 2023 - ACS Publications
SS Nalpe, S Jana, SS Kulkarni
Organic Letters, 2023•ACS PublicationsA short and efficient methodology has been developed to synthesize an analogue of a
lipooligosaccharide from Mycobacterium linda isolated from Crohn's disease. The total
synthesis of the tetrasaccharide was achieved via a convergent [2+ 2] glycosylation
approach. The key features of the synthesis involve the selective functionalization of a
trehalose core via highly regioselective acylations and regioselective glycosylations. The
synthesis was completed via a longest linear sequence of 14 steps in a 14.2% overall yield.
lipooligosaccharide from Mycobacterium linda isolated from Crohn's disease. The total
synthesis of the tetrasaccharide was achieved via a convergent [2+ 2] glycosylation
approach. The key features of the synthesis involve the selective functionalization of a
trehalose core via highly regioselective acylations and regioselective glycosylations. The
synthesis was completed via a longest linear sequence of 14 steps in a 14.2% overall yield.
A short and efficient methodology has been developed to synthesize an analogue of a lipooligosaccharide from Mycobacterium linda isolated from Crohn’s disease. The total synthesis of the tetrasaccharide was achieved via a convergent [2 + 2] glycosylation approach. The key features of the synthesis involve the selective functionalization of a trehalose core via highly regioselective acylations and regioselective glycosylations. The synthesis was completed via a longest linear sequence of 14 steps in a 14.2% overall yield.
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