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CAS 13242-53-0

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α-D-Mannopyranosyl bromide, 2,3,4,6-tetraacetate

Description:
α-D-Mannopyranosyl bromide, 2,3,4,6-tetraacetate is a chemical compound that belongs to the category of glycosides, specifically a derivative of mannose. It features a pyranose ring structure, which is a six-membered cyclic form of sugar, and is characterized by the presence of a bromine atom and four acetyl groups attached to the hydroxyl groups at positions 2, 3, 4, and 6 of the mannose molecule. This compound is typically used in organic synthesis and carbohydrate chemistry, particularly in the study of glycosylation reactions. Its acetylation enhances its stability and solubility in organic solvents, making it useful for various applications in biochemical research. The bromide group serves as a good leaving group, facilitating nucleophilic substitution reactions. As with many sugar derivatives, it may exhibit specific optical activity due to its chiral centers. Safety precautions should be taken when handling this compound, as it may pose health risks typical of halogenated organic compounds.
Formula:C14H19BrO9
InChI:InChI=1S/C14H19BrO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3/t10-,11-,12+,13+,14+/m1/s1
InChI key:InChIKey=CYAYKKUWALRRPA-DGTMBMJNSA-N
SMILES:O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@H](Br)[C@H]1OC(C)=O
Synonyms:
  • α-D-Mannopyranosyl bromide, tetraacetate
  • α-D-Mannopyranosyl bromide, 2,3,4,6-tetraacetate
  • Mannopyranosyl bromide, tetraacetate
  • 2,3,4,6-Tetra-O-acetyl-α-D-mannopyranosyl bromide
  • Mannopyranosyl bromide, tetraacetate, α-D-
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