287962-77-0

Basic information

• Product Name: (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran
• Synonyms: (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran
• CAS NO: 287962-77-0
• Molecular Weight: 548.679
• Mol File: 287962-77-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran(287962-77-0)
• EPA Substance Registry System: (2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-ethynyl-tetrahydropyran(287962-77-0)

Safety Data

• Hazardous Substances Data: 287962-77-0(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 3879-79-6 methyl 2,3,4,6-tetra-O-benzyl α-D-galactopyranoside 
• 3866-62-4 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl acetate 
• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 3866-62-4 1-O-acetyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside 
• 443915-85-3 trimethyl-[2-[(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydropyran-2-yl]ethynyl]silane 
• 3866-62-4 2,3,4,6-tetrakis-O-(phenylmethyl)-1-O-acetyl-α-D-galactopyranose 
• 81353-38-0 (trimethylsilylethynyl)tributyltin 

Downstream Products

• 849359-27-9 2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-(p-toluenesulfonyl)indole 
• 287962-72-5 (R)-4-[(S)-1-Hydroxy-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-prop-2-ynyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 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 
• 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 
• 1352750-96-9 1-(2-methoxyethyl)-4-[(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydropyran-2-yl]triazole 
• 1352750-90-3 [(2R,3S,4R,5S,6R)-3,4,5-triacetoxy-6-ethynyl-tetrahydropyran-2-yl]methyl acetate 
• 1352750-88-9 1,4-bis[2-[2-[2-[2-[4-[(2R,3S,4R,5S,6R)-3,4,5-tribenzyloxy-6-(benzyloxymethyl)tetrahydropyran-2-yl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethyl]piperazine 
• 1233218-85-3 C₅₃H₆₈O₆ 
• 1233218-84-2 C₆₁H₇₆O₇ 
• 443916-39-0 (R)-4-[1-Hydroxy-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 443916-01-6 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,3,4,5-tetradeoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-threo-L-gulo-undecitol 
• 799268-03-4 [(E)-(S)-1-((4S,5R)-2,2-Dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-3-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-allyl]-carbamic acid tert-butyl ester 
• 862718-93-2 Tetracosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-octyl}-amide 

Relevant articles and documents

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.

Synthesis of 1,2,3-triazole linked galactopyranosides and evaluation of cholera toxin inhibition

We report the synthesis of a series of bivalent 1,2,3-triazole linked galactopyranosides as potential inhibitors of cholera toxin (CT). The inhibitory activity of the bivalent series was examined (ELISA) and the series showed low inhibitory activity (millimolar IC50s). Conversely, the monomeric galactotriazole analogues were strong inhibitors of cholera toxin (IC 50 = 71-75 μM). The Royal Society of Chemistry 2011.

Novel synthetic C-glycolipids, their synthesis and use to treat infections, cancer and autoimmune diseases

The invention is directed to novel compounds of formulae (I), (II) and (III): wherein X is O or NH; R3 is OH or a monosaccharide and R4 is hydrogen, or R3 is hydrogen and R4 is OH or a monosaccharide; R5 is hydrogen or a monosaccharide; and pharmaceutically acceptable salts or esters thereof. The invention is also directed to the use of the compounds both directly and as immune adjuvants for treating cancer, infectious diseases and autoimmune diseases. The invention is also directed to syntheses of the intermediates which can be used to make these novel compounds.