37797-55-0

Basic information

• Product Name: phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• CAS NO: 37797-55-0
• Molecular Weight: 424.405
• Mol File: 37797-55-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(37797-55-0)
• EPA Substance Registry System: phenyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside(37797-55-0)

Safety Data

• Hazardous Substances Data: 37797-55-0(Hazardous Substances Data)

Upstream product

• 83-87-4 D-Mannose pentaacetate 
• 108-95-2 phenol 
• 1095-03-0 triphenylborane 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 19186-39-1 1,2,3,4,6-penta-O-acetyl-α-D-galactopyranose 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-D-mannopyranose 
• 98-80-6 phenylboronic acid 
• 3262-89-3 triphenylboroxine 
• 287967-74-2 (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(4-iodophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 83-87-4 β-D-mannopyranose pentaacetate 
• 604-70-6 methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 

Downstream Products

• 15548-42-2 phenyl β-D-mannopyranoside 
• 1464-44-4 phenyl α-D-mannoopyranoside 
• 898815-55-9 phenyl-α-D-talopyranoside 

Relevant articles and documents

Copper-Catalyzed Anomeric O-Arylation of Carbohydrate Derivatives at Room Temperature

Direct and practical anomeric O-arylation of sugar lactols with substituted arylboronic acids has been established. Using copper catalysis at room temperature under an air atmosphere, the protocol proved to be general, and a variety of aryl O-glycosides have been prepared in good to excellent yields. Furthermore, this approach was extended successfully to unprotected carbohydrates, including α-mannose, and it was demonstrated here how the interaction between carbohydrates and boronic acids can be combined with copper catalysis to achieve selective anomeric O-arylation.

Copper-mediated anomeric: O -arylation with organoboron reagents

Copper-mediated couplings of arylboroxines with glycosyl hemiacetals furnish O-aryl glycosides via Csp2-O bond formation. The method enables the anomeric O-arylation of protected pyranose and furanose derivatives, and is tolerant of functionalized arylboroxine partners. Whereas mixtures of anomers are formed from glucopyranose, galactopyranose and arabinofuranose hemiacetals, the α-anomer is generated selectively from mannopyranose and mannofuranose-derived substrates.

COMPOUNDS AND METHODS FOR TREATING BACTERIAL INFECTIONS

The present invention encompasses compounds and methods for treating urinary tract infections.