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CAS 5019-24-9

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Methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Description:
Methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside is a derivative of mannose, a six-carbon sugar, and is characterized by the presence of four acetyl groups attached to the hydroxyl groups at positions 2, 3, 4, and 6 of the mannopyranose ring. This compound is typically a white to off-white crystalline solid, soluble in organic solvents such as chloroform and methanol, but less soluble in water due to its acetylation. The acetyl groups enhance the lipophilicity of the molecule, making it useful in various organic synthesis applications, particularly in glycosylation reactions. The α-anomer indicates that the hydroxyl group at the anomeric carbon (C-1) is in the axial position, which influences its reactivity and interactions in biochemical contexts. Methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside is often utilized in carbohydrate chemistry for the synthesis of more complex oligosaccharides and glycosides, serving as a building block in the development of glycosylated compounds for research and pharmaceutical applications.
Formula:C15H22O10
InChI:InChI=1S/C15H22O10/c1-7(16)21-6-11-12(22-8(2)17)13(23-9(3)18)14(24-10(4)19)15(20-5)25-11/h11-15H,6H2,1-5H3/t11-,12-,13+,14+,15+/m1/s1
InChI key:InChIKey=UYWUMFGDPBMNCA-MRLBHPIUSA-N
SMILES:O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@H](OC)[C@H]1OC(C)=O
Synonyms:
  • Mannopyranoside, methyl, tetraacetate, α-<span class="text-smallcaps">D</span>-
  • Methyl 2,3,4,6-tetra-O-acetyl-α-<span class="text-smallcaps">D</span>-mannopyranoside
  • Methyl tetra-O-acetyl-alpha-D-mannopyranoside
  • Methyl α-<span class="text-smallcaps">D</span>-mannopyranoside tetraacetate
  • NSC 51250
  • methyl 2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranoside
  • methyl 2,3,4,6-tetra-O-acetylhexopyranoside
  • α-<span class="text-smallcaps">D</span>-Mannopyranoside, methyl, 2,3,4,6-tetraacetate
  • α-<span class="text-smallcaps">D</span>-Mannopyranoside, methyl, tetraacetate
  • Methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
  • See more synonyms
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  • Methyl-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
    Biosynth
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    Methyl-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

    CAS:
    <p>Methyl-2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranoside is a sugar that is synthesized by the methylation of an alpha-D-mannopyranoside. This compound can be customized for any application and is available in high purity. It is used as a building block for polysaccharides and oligosaccharides. Methyl-2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranoside has been shown to have many applications including being used as a click modification substrate. The synthesis of this compound can be done by fluorination or glycosylation.</p>
    Formula:C15H22O10
    Purity:Min. 95%
    Color and Shape:Powder
    Molecular weight:362.33 g/mol

    Ref: 3D-MM70926

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    25g
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