221545-35-3

Basic information

• Product Name: ((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate
• Synonyms: ((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate
• CAS NO: 221545-35-3
• Molecular Weight: 596.622
• Mol File: 221545-35-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: ((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: ((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate(221545-35-3)
• EPA Substance Registry System: ((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl trifluoromethanesulfonate(221545-35-3)

Safety Data

• Hazardous Substances Data: 221545-35-3(Hazardous Substances Data)

Upstream product

• 34212-64-1 methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 407-25-0 trifluoroacetic anhydride 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 131089-34-4 3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside 
• 358-23-6 trifluoromethylsulfonic anhydride 

Downstream Products

• 540500-97-8 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-(1,3-dithianyl)-α-D-mannopyranoside 
• 888325-45-9 2-(3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl)-malonic acid dimethyl ester 
• 40653-17-6 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-formyl-α-D-mannopyranoside 
• 68027-31-6 2-((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)ethanol 
• 540501-02-8 methyl 2,3,4-tri-O-benzyl-6-deoxy-7-bromo-α-D-mannoheptopyranoside 
• 540500-99-0 methyl 2,3,4-tri-O-benzyl-6-deoxy-7-O-methanesulfonyl-α-D-mannoheptopyranoside 
• 221545-53-5 methyl 6-deoxy-6-(dibenzyl)phosphonomethyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 155205-41-7 methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-manno-heptopyranosylurononitrile 
• 466646-28-6 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)(oxythiocarbonylimidazolyl)methyl)-α-D-mannopyranoside 
• 466646-29-7 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside 
• 888325-46-0 2-(3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl)-malonic acid 
• 769952-54-7 methyl 2,3,4-tri-O-benzyl-6-O-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-mannopyranos-6-yl)-α-D-mannopyranoside 
• 833489-18-2 methyl 6-deoxy-6-[bis(benzyloxycarbonyl)methyl]-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 466646-35-5 Trimethyl-[3-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-1-ynyl]-silane 

Relevant articles and documents

CELL SURFACE RECEPTOR BINDING COMPOUNDS AND CONJUGATES

The present disclosure provides a class of compounds including a ligand moiety that specifically binds to a cell surface receptor, such as a mannose-6-phosphate receptor (M6PR) or a cell surface asialoglycoprotein receptor (ASGPR). The cell surface M6PR or ASGPR binding compounds can trigger the receptor to internalize into the cell a bound compound. The ligand moieties of this disclosure can be linked to a variety of moieties of interest without impacting the specific binding to, and function of, the cell surface receptor, e.g., M6PR or ASGPR. Also provided are compounds that are conjugates of the ligand moieties linked to a biomolecule, such as an antibody, which conjugates can harness cellular pathways to remove specific proteins of interest from the cell surface or from the extracellular milieu. Also provided are methods of using the conjugates to target a polypeptide of interest for sequestration and/or lysosomal degradation.

Mono- and bivalent ligands bearing mannose 6-phosphate (M6P) surrogates: Targeting the M6P/ insulin-like growth factor II receptor

(Chemical Equation Presented) Mannose 6-phosphate mimics locked into the α-configuration and bearing hydrolase-resistant phosphate surrogates were synthesized and evaluated for binding affinity to the mannose 6-phosphate/insulin-like growth factor II rece

Application of the anomeric samarium route for the convergent synthesis of the C-linked trisaccharide α-D-Man-(1→3)-[α-D-Man-(1→6)]-D-Man and the disaccharides α-D-Man-(1→3)-D-Man and α-D-Man-(1→6)-D-Man

Studies are reported on the assembly of the branched C-trisaccharide, α-D-Man-(1→3)-[α-D-Man-(1→6)]-D-Man, representing the core region of the asparagine-linked oligosaccharides. The key step in this synthesis uses a SmI2-mediated coupling of two mannosylpyridyl sulfones to a C3,C6-diformyl branched monosaccharide unit, thereby assembling all three sugar units in one reaction and with complete stereocontrol at the two anomeric carbon centers. Subsequent tin hydride-based deoxygenation followed by a deprotection step produces the target C-trimer. In contrast to many of the other C-glycosylation methods, this approach employes intact carbohydrate units as C-glycosyl donors and acceptors, which in many instances parallels the well-studied O-glycosylation reactions. The synthesis of the C-disaccharides α-D-Man-(1→3)-D-Man and α-D-Man-(1→6)-D-Man is also described, they being necessary for the following conformational studies of all three carbohydrate analogues both in solution and bound to several mannose-binding proteins.