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CAS 75247-31-3

:

a-L-Arabinopyranosyl bromide, 2,3,4-triacetate

Description:
α-L-Arabinopyranosyl bromide, 2,3,4-triacetate is a chemical compound that belongs to the class of glycosides, specifically a derivative of the sugar arabinose. This compound features a bromine atom substituted at the anomeric carbon, which is characteristic of glycosyl halides, making it reactive in various chemical transformations. The presence of acetyl groups at the 2, 3, and 4 positions indicates that it is a triacetate, which enhances its stability and solubility in organic solvents. The acetylation also serves to protect the hydroxyl groups, facilitating further chemical reactions. This compound is typically used in synthetic organic chemistry, particularly in the synthesis of more complex carbohydrates or glycosides. Its reactivity can be exploited in coupling reactions to form glycosidic bonds with other alcohols or amines. As with many bromides, it may also participate in nucleophilic substitution reactions. Overall, α-L-Arabinopyranosyl bromide, 2,3,4-triacetate is a valuable intermediate in carbohydrate chemistry.
Formula:C11H15BrO7
InChI:InChI=1S/C11H15BrO7/c1-5(13)17-8-4-16-11(12)10(19-7(3)15)9(8)18-6(2)14/h8-11H,4H2,1-3H3/t8-,9-,10+,11+/m0/s1
InChI key:InChIKey=AVNRQUICFRHQDY-UKKRHICBSA-N
SMILES:O(C(C)=O)[C@@H]1[C@@H](OC(C)=O)[C@H](Br)OC[C@@H]1OC(C)=O
Synonyms:
  • 2,3,4-Tri-O-acetyl-a-L-arabinopyranosylbromide
  • 2,3,4-Tri-O-acetyl-α-<span class="text-smallcaps">L</span>-arabinopyranosyl bromide
  • a-L-Arabinopyranosyl bromide, triacetate (9CI)
  • α-<span class="text-smallcaps">L</span>-Arabinopyranosyl bromide, 2,3,4-triacetate
  • α-<span class="text-smallcaps">L</span>-Arabinopyranosyl bromide, triacetate
  • 2,3,4-Tri-O-acetyl-α-L-arabinopyranosyl bromide
  • α-L-Arabinopyranosyl bromide, triacetate
  • α-L-Arabinopyranosyl bromide, 2,3,4-triacetate
  • [(3S,4S,5R,6S)-4,5-diacetyloxy-6-bromooxan-3-yl] acetate
  • 2,3,4-Tri-O-acetyl-alpha-L-arabinopyranosyl bromide, Min. 98%
  • See more synonyms
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