41736-89-4

Basic information

• Product Name: C₆₁H₈₀O₆
• CAS NO: 41736-89-4
• Molecular Weight: 909.303
• Mol File: 41736-89-4.mol
• Article Data: 47

Chemical Properties

• CAS DataBase Reference: C₆₁H₈₀O₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₆₁H₈₀O₆(41736-89-4)
• EPA Substance Registry System: C₆₁H₈₀O₆(41736-89-4)

Safety Data

• Hazardous Substances Data: 41736-89-4(Hazardous Substances Data)

Upstream product

• 70893-32-2 2-benzothiazolyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 57-88-5 cholesterol 
• 83-87-4 D-glucose pentaacetate 
• 194088-19-2 (2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-(prop-2-ynyloxy)tetrahydro-2H-pyran 
• 3879-79-6 (2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 74808-08-5 N-(4-Dimethylamino-phenyl)-2,2-diphenyl-acetimidic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 
• 57-88-5 (3S,8S,9S,10R,13R,14S)-17-((S)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 
• 74808-09-6 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl trichloroacetimidate 
• 92470-93-4 (2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-chlorotetrahydro-2H-pyran 
• 51414-56-3 3β-trityloxycholesterol 
• 100-39-0 benzyl bromide 
• 1384752-77-5 1-ethynylcyclohexyl 2,3,4,6-tetra-O-benzyl α-D-mannopyranoside 
• 339276-14-1 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate 

Relevant articles and documents

A "traceless" Directing Group Enables Catalytic SN2 Glycosylation toward 1,2- cis-Glycopyranosides

Generally applicable and stereoselective formation of 1,2-cis-glycopyranosidic linkage remains a long sought after yet unmet goal in carbohydrate chemistry. This work advances a strategy to this challenge via stereoinversion at the anomeric position of 1,2-trans glycosyl ester donors. This SN2 glycosylation is enabled under gold catalysis by an oxazole-based directing group optimally tethered to a leaving group and achieved under mild catalytic conditions, in mostly excellent yields, and with good to outstanding selectivities. The strategy is also applied to the synthesis of oligosaccharides.

A visible light promoted O-glycosylation with glycosyl trichloroacetimidates using eosin Y as an organo photoacid

A photoacid catalyzed O-glycosylation of alcohols with glycosyl trichloroacetimidates in the presence of commercially available phenolic photoacids, fluorescein, 4′,5′-dibromo-fluorescein, and eosin Y under visible light irradiation by blue LEDs was devel

Cholesteryl 6-: O-acyl-α-glucosides from diverse Helicobacter spp. signal through the C-type lectin receptor Mincle

Helicobacter spp. are Gram-negative bacteria that cause a spectrum of disease in the gut, biliary tree and liver. Many Helicobacter spp. produce a range of cholesteryl α-glucosides that have the potential to act as pathogen associated molecular patterns. We report a highly stereoselective α-glucosylation of cholesterol using 3,4,6-tri-O-acetyl-2-O-benzyl-d-glucopyranosyl N-phenyl-2,2,2-trifluoroacetimidate, which allowed the synthesis of cholesteryl α-glucoside (αCG) and representative Helicobacter spp. cholesteryl 6-O-acyl-α-glucosides (αCAGs; acyl = C12:0, 14:0, C16:0, C18:0, C18:1). All αCAGs, irrespective of the nature of their acyl chain composition, strongly agonised signalling through the C-type lectin receptor Mincle from human and mouse to similar degrees. By contrast, αCG only weakly signalled through human Mincle, and did not signal through mouse Mincle. These results provide a molecular basis for understanding of the immunobiology of non-pylori Helicobacter infections in humans and other animals. This journal is