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CAS 5346-90-7

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α-D-Cellobiose octaacetate

Description:
α-D-Cellobiose octaacetate is a derivative of cellobiose, which is a disaccharide composed of two glucose units linked by a β-1,4-glycosidic bond. This compound is characterized by the acetylation of all hydroxyl groups present in the cellobiose structure, resulting in a fully acetylated form. It typically appears as a white to off-white solid and is soluble in organic solvents such as chloroform and acetone, but less soluble in water due to its hydrophobic nature. The acetylation enhances its stability and alters its reactivity compared to the parent disaccharide. α-D-Cellobiose octaacetate is often used in carbohydrate chemistry for various applications, including as a protecting group in synthetic pathways and in studies related to glycosylation reactions. Its structural features can be analyzed using techniques such as NMR spectroscopy and mass spectrometry, which help elucidate its molecular characteristics and confirm its identity. Overall, this compound serves as an important tool in the field of carbohydrate chemistry and biochemistry.
Formula:C28H38O19
InChI:InChI=1S/C28H38O19/c1-11(29)37-9-19-21(39-13(3)31)23(40-14(4)32)26(43-17(7)35)28(46-19)47-22-20(10-38-12(2)30)45-27(44-18(8)36)25(42-16(6)34)24(22)41-15(5)33/h19-28H,9-10H2,1-8H3/t19-,20-,21-,22-,23+,24+,25-,26-,27+,28+/m1/s1
InChI key:InChIKey=WOTQVEKSRLZRSX-AXXYRMHMSA-N
SMILES:O([C@H]1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)O[C@@H]1COC(C)=O)[C@H]2[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O2
Synonyms:
  • 1,2,3,6-tetra-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-alpha-D-glucopyranose
  • 1,2,3,6-tetra-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-beta-D-glucopyranose
  • 1,2,3,6-tetra-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)hexopyranose
  • 4-O-(2,3,4,6-Tetra-O-acetyl--D-glucopyranosyl)-1,2,3,6-tetra-O-acetyl--D-glucopyranose
  • Cellobiose Octaacetate
  • Cellobiose, octaacetate, α-<span class="text-smallcaps">D</span>-
  • D-Cellobiose octaacetate
  • D-Glucopyranose, 4-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-, 1,2,3,6-tetraacetate
  • D-Glucopyranose, 4-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-, tetraacetate
  • NSC 1221
  • See more synonyms
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