849359-27-9

Upstream product

• 3866-62-4 1-O-acetyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside 
• 3866-62-4 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl acetate 
• 443915-85-3 trimethyl-[2-[(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydropyran-2-yl]ethynyl]silane 
• 287962-77-0 (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran 
• 61613-20-5 N-tosyl-2-iodoaniline 
• 849359-24-6 1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne 

Downstream Products

• 849359-29-1 2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole 
• 1331733-64-2 3-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole 
• 1384948-25-7 3-acetyl-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole 
• 1384948-12-2 3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole 
• 849359-37-1 2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-(N-carbobenzyloxy)tryptophan 
• 849359-35-9 2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-(N-carbobenzyloxy)tryptophan methyl ester 

Relevant academic research and scientific papers

Synthesis of 1,3- and 2,3-diglycosylated indoles as potential trisaccharide mimetics

Diglycosylated heteroaromatics may serve as metabolically stable mimetics of trisaccharides. Herein, the preparation of several 1,3- and 2,3-diglycosylindoles by direct C-glycosylation of monoglycosylated precursors is described. Georg Thieme Verlag Stuttgart ? New York.

Sweet (hetero)aromatics: Glycosylated templates for the construction of saccharide mimetics

Mono- and diglycosylated aromatics and heteroaromatics may serve as building blocks for the construction of metabolically stable mimetics of oligosaccharides. Methods for their preparation from monosaccharidic precursors by direct C-glycosylation, dipolar cycloaddition or Larock cyclization are described.

Stereocontrolled syntheses of α-C-mannosyltryptophan and its analogues

The total synthesis of α-C-mannosyltryptophan (C-Man-Trp), a naturally occurring C-glycosylamino acid, was achieved from a commercially available α-methyl-D-mannoside in 10 steps including the following key steps: the C-glycosidation of a mannose derivative with a stannylacetylene, Castro indole synthesis, and Sc(ClO4)3-promoted coupling with L-serine-derived aziridine carboxylate. The glucose- and galactose-analogues of C-Man-Trp were also synthesized in a similar manner. Conformational analyses of the synthesized C-glycosyltryptophan and its synthetic intermediate are briefly discussed.