Description

Methyl 2,3,4,6-tetra-O-benzyl-alpha-D-galactopyranoside (CAS: 53008-63-2) is a highly specialized carbohydrate derivative extensively utilized in organic synthesis and glycochemistry research. This compound, with the molecular formula C₃₅H₃₈O₆, features a galactopyranoside core protected by four benzyl groups, ensuring stability during complex synthetic procedures. Its alpha-D configuration and methoxy group at the anomeric position make it a valuable intermediate for constructing oligosaccharides, glycoconjugates, and other bioactive molecules. With exceptional purity and consistent performance, this reagent is ideal for researchers developing novel glycosylation methodologies or studying carbohydrate-protein interactions. Packaged under inert conditions to guarantee longevity, our product meets the stringent requirements of pharmaceutical, biochemical, and academic laboratories.

Properties

• CAS Number: 53008-63-2
• Complexity: 680
• IUPAC Name: (2R,3S,4S,5R,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-NVCPMKERSA-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: 53008-63-2, Methyl 2,3,4,6-Tetra-O-benzyl-alpha-D-galactopyranoside, Methyl 2,3,4,6-Tetra-O-benzyl-a-D-galactopyranoside, (2R,3S,4S,5R,6S)-3,4,5-Tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran, Methyl tetra-O-benzyl-alpha-D-galactopyranoside, JMN2C6ZL2Y, SCHEMBL3065395, AKOS022171722, MM04924, Methyl tetra-O-benzyl–D-galactopyranoside, HY-114999, Methyl 2,3,4,6-Tetra-O-benzyl-?-D-galactopyranoside, Methyl-2,3,4,6-tetra-O-benzyl-|A-D-galactopyranoside, Methyl 2,3,4,6-Tetra-O-benzyl- alpha -D-galactopyranoside, Methyl 2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-galactopyranoside, alpha-D-Galactopyranoside, methyl 2,3,4,6-tetrakis-O-(phenylmethyl)-

Methyl 2,3,4,6-tetra-O-benzyl-alpha-D-galactopyranoside serves as a critical building block in glycoscience, enabling the synthesis of complex oligosaccharides and glycodendrimers. Researchers employ it to investigate enzymatic glycosylation mechanisms or design carbohydrate-based vaccines. Its benzyl-protected hydroxyl groups facilitate selective deprotection strategies, streamlining multi-step synthetic routes. The compound is particularly valuable in medicinal chemistry for probing glycan-mediated biological processes.

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