213998-08-4

Basic information

• Product Name: phenyl 3,6-di-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside
• Synonyms: phenyl 3,6-di-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside
• CAS NO: 213998-08-4
• Molecular Weight: 536.646
• Mol File: 213998-08-4.mol

Chemical Properties

• CAS DataBase Reference: phenyl 3,6-di-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 3,6-di-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside(213998-08-4)
• EPA Substance Registry System: phenyl 3,6-di-O-acetyl-2,4-di-O-benzyl-1-thio-α-D-mannopyranoside(213998-08-4)

Safety Data

• Hazardous Substances Data: 213998-08-4(Hazardous Substances Data)

Upstream product

• 80738-50-7 1,3,6-tri-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranose 
• 108-98-5 thiophenol 
• 108-24-7 acetic anhydride 
• 210295-06-0 phenyl 2,4-di-O-benzyl-1-phenylthio-α-D-mannopyranoside 
• 58341-67-6 methyl 2,4-di-O-benzyl-α-D-mannopyranoside 
• 86651-41-4 methyl 3,6-di-O-pivaloyl-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 158716-08-6 phenyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-α-D-mannopyranoside 
• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 40434-87-5 (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate 

Downstream Products

• 635316-98-2 (2R,3S,4S,5S,6R)-3,5-Bis-benzyloxy-2-fluoro-6-hydroxymethyl-tetrahydro-pyran-4-ol 
• 80738-57-4 methyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-6-O-(3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranosyl)-2,4-di-O-benzyl-α-D-mannopyranoside 
• 1096119-89-9 6'-azidohexyl 3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranoside 

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.

Synthesis of high-mannose oligosaccharide analogues through click chemistry: True functional mimics of their natural counterparts against lectins?

Terminal "high-mannose oligosaccharides" are involved in a broad range of biological and pathological processes, from sperm-egg fusion to influenza and human immunodeficiency virus infections. In spite of many efforts, their synthesis continues to be very

Synthesis of an octamannosyled glycan chain, the key oligosaccharide structure in ER-associated degradation

The high-mannose type decasaccharide (Man8GlcNAc2), the proposed ligand of ER residing mannosidase-like proteins (MLP), and its monoglycosylated homologue (α-Glc1Man8GlcNAc 2) were synthesized. The oligosaccharide assembly was performed in a convergent and stereoselective manner, using three oligosaccharide components, a core trisaccharide having a β-mannoside bond, a liner mannotriose, and a branched mannotetraose.