Description

Methyl 2,3,4,6-Tetra-O-benzyl-a-D-mannopyranoside (CAS No. 61330-62-9) is a highly specialized carbohydrate derivative extensively used in synthetic organic chemistry and glycoscience research. With the molecular formula C₃₅H₃₈O₆, this compound features a fully benzylated mannose core, protecting the hydroxyl groups and enabling selective deprotection strategies for complex oligosaccharide synthesis. Its structural integrity and stereochemical purity make it a critical intermediate in the preparation of glycoconjugates, glycomimetics, and other biologically active molecules. Ideal for researchers in medicinal chemistry, glycobiology, and pharmaceutical development, this product is supplied with rigorous quality control to ensure consistency and reliability in synthetic applications. Store under inert conditions to maintain stability.

Properties

• CAS Number: 61330-62-9
• Complexity: 680
• IUPAC Name: (2R,3R,4S,5S,6S)-3,4,5-tribenzyloxy-2-(benzyloxymethyl)-6-methoxy-tetrahydropyran
• InChI: InChI=1S/C35H38O6/c1-36-35-34(40-25-30-20-12-5-13-21-30)33(39-24-29-18-10-4-11-19-29)32(38-23-28-16-8-3-9-17-28)31(41-35)26-37-22-27-14-6-2-7-15-27/h2-21,31-35H,22-26H2,1H3/t31-,32-,33+,34+,35+/m1/s1
• InChI Key: IXEBJCKOMVGYKP-VABIIVNOSA-N
• Exact Mass: 554.26683893
• Molecular Formula: C35H38O6
• Molecular Weight: 554.7
• SMILES: CO[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)COCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
• Topological: 55.4
• Monoisotopic Mass: 554.26683893
• Synonyms: 61330-62-9, Methyl 2,3,4,6-Tetra-O-benzyl-a-D-mannopyranoside, METHYL 2,3,4,6-TETRA-O-BENZYL-alpha-D-MANNOPYRANOSIDE, (2R,3R,4S,5S,6S)-3,4,5-Tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran, (2S,3S,4S,5R,6R)-2-methoxy-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxane, SCHEMBL7545074, IXEBJCKOMVGYKP-VABIIVNOSA-N, HY-W357116, MM05339, G90085, Methyl 2,3,4,6-Tetra-O-benzyl- alpha -D-mannopyranoside, Methyl 2,3,4,6-Tetrakis-O-(phenylmethyl)-alpha-D-mannopyranoside, Methyl-2,3,4,6-tetrakis-O-(phenylmethyl)-|A-D-mannopyranoside

Methyl 2,3,4,6-Tetra-O-benzyl-a-D-mannopyranoside is primarily employed as a key building block in the synthesis of complex carbohydrates and glycoconjugates. It serves as a protected mannose donor in glycosylation reactions, facilitating the construction of oligosaccharides with precise stereochemistry. Researchers utilize this compound in the development of glycomimetic drugs, vaccines, and diagnostic tools targeting carbohydrate-protein interactions. Its stability under various reaction conditions makes it suitable for multi-step synthetic routes in organic and medicinal chemistry.

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