CymitQuimica logo

CAS 13242-55-2

:

β-D-Glucopyranose, 1,6-anhydro-, 2,3,4-triacetate

Description:
β-D-Glucopyranose, 1,6-anhydro-, 2,3,4-triacetate is a derivative of glucose characterized by the presence of an anhydro linkage at the 1 and 6 positions, along with acetyl groups at the 2, 3, and 4 positions. This compound is a white to off-white solid that is soluble in organic solvents such as acetone and chloroform, but less soluble in water due to its acetylation. The presence of the anhydro linkage contributes to its stability and alters its reactivity compared to unmodified glucose. The acetyl groups enhance lipophilicity and can influence the compound's biological activity, making it of interest in various fields, including biochemistry and pharmaceuticals. Its structure allows for potential applications in drug formulation and as a biochemical probe. As with many carbohydrate derivatives, it may exhibit specific optical activity, and its reactivity can be influenced by the presence of functional groups, making it a versatile compound in synthetic organic chemistry.
Formula:C12H16O8
InChI:InChI=1S/C12H16O8/c1-5(13)17-9-8-4-16-12(20-8)11(19-7(3)15)10(9)18-6(2)14/h8-12H,4H2,1-3H3/t8-,9-,10+,11-,12-/m1/s1
InChI key:InChIKey=BAKQMOSGYGQJOJ-RMPHRYRLSA-N
SMILES:O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@]2(O[C@]([C@@H]1OC(C)=O)(OC2)[H])[H]
Synonyms:
  • (1R,2R,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate (non-preferred name)
  • (1S,2R,3S,4R,5S)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate (non-preferred name)
  • 1,6-Anhydro-2,3,4-tri-O-acetyl--D-glucopyranose
  • 1,6-Anhydro-2,3,4-tri-O-acetyl-β-<span class="text-smallcaps">D</span>-glucopyranose
  • 1,6-Anhydro-β-<span class="text-smallcaps">D</span>-glucopyranose triacetate
  • 1,6-anhydro-B-D-glucose 2,3,4-*triacetate
  • 2,3,4-Tri-O-acetyl-1,6-anhydro-β-<span class="text-smallcaps">D</span>-glucopyranose
  • 6,8-Dioxabicyclo[3.2.1]Octane-2,3,4-Triyl Triacetate (Non-Preferred Name)
  • 6,8-Dioxabicyclo[3.2.1]octane, β-<span class="text-smallcaps">D</span>-glucopyranose deriv.
  • Levoglucosan, triacetate
  • See more synonyms
Sort by
Purity (%)
0
100
|
0
|
50
|
90
|
95
|
100
Found 4 products.