849359-28-0

Upstream product

• 56822-48-1 (2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl acetate 
• 141100-79-0 trimethyl-[2-[(2R,3S,4R,5R,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydropyran-2-yl]ethynyl]silane 
• 61613-20-5 N-tosyl-2-iodoaniline 
• 80300-30-7 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose 
• 139195-28-1 (2R,3R,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyltetrahydropyran 
• 849359-23-5 1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne 
• 849359-26-8 2-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-(p-toluenesulfonyl)indole 

Downstream Products

• 849359-36-0 2-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-(N-carbobenzyloxy)tryptophan 
• 849359-34-8 2-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-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.

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.