210295-06-0

Basic information

• Product Name: phenyl 2,4-di-O-benzyl-1-phenylthio-α-D-mannopyranoside
• Synonyms: phenyl 2,4-di-O-benzyl-1-phenylthio-α-D-mannopyranoside
• CAS NO: 210295-06-0
• Molecular Weight: 452.571
• Mol File: 210295-06-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: phenyl 2,4-di-O-benzyl-1-phenylthio-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,4-di-O-benzyl-1-phenylthio-α-D-mannopyranoside(210295-06-0)
• EPA Substance Registry System: phenyl 2,4-di-O-benzyl-1-phenylthio-α-D-mannopyranoside(210295-06-0)

Safety Data

• Hazardous Substances Data: 210295-06-0(Hazardous Substances Data)

Upstream product

• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 40434-87-5 (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate 
• 158716-08-6 phenyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-α-D-mannopyranoside 
• 2936-70-1 (2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 100-39-0 benzyl bromide 
• 210295-04-8 phenyl 3,6-di-O-pivaloyl-1-thio-α-D-mannopyranoside 

Downstream Products

• 914955-25-2 phenyl 2,4-di-O-benzyl-1-thio-α-D-mannopyranosidurono-6,3-lactone 
• 1447727-62-9 phenyl 2,4-di-O-benzyl-3,6-O-(di-tert-butylsilylene)-1-thio-α-D-mannopyranoside 
• 86861-42-9 1,6-anhydro-2,4-di-O-benzyl-β-D-mannopyranose 

Relevant articles and documents

Stereoselective β-Mannosylation by Neighboring-Group Participation

The stereoselective synthesis of glycosidic bonds is the main challenge of oligosaccharide synthesis. Neighboring-group participation (NGP) of C2 acyl substituents can be used to provide 1,2-trans-glycosides. Recently, the application of NGP has been extended to the preparation of 1,2-cis-glycosides with the advent of C2 chiral auxiliaries. However, this methodology has been strictly limited to the synthesis of 1,2-cis-gluco-type sugars. Reported herein is the design and synthesis of novel mannosyl donors which provide 1,2-cis-mannosides by NGP of thioether auxiliaries. A key element in the design is the use of1C4locked mannuronic acid lactones to enable NGP of the C2 auxiliary. In addition to C2 participation a new mode of remote participation of the C4 benzyl group was identified and provides 1,2-cis-mannosides.

Stereocontrolled synthesis of β-D-mannuronic acid esters: Synthesis of an alginate trisaccharide

A facile synthesis route toward β-linked mannuronic acid oligomers using the corresponding 1-thiomannuronic acid esters in combination with the Ph2SO/Tf2O or NIS/TMSOTf reagent combinations is presented. The presence of the remotely