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CAS 6974-32-9

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1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

Description:
1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose is a glycoside derivative of ribofuranose, characterized by the presence of multiple benzoyl groups and an acetyl group. This compound features a ribose sugar backbone, which is a five-carbon sugar essential in various biological processes, particularly in nucleic acids. The acetyl group at the 1-position and the three benzoyl groups at the 2, 3, and 5 positions enhance the lipophilicity and stability of the molecule, making it useful in organic synthesis and as a protective group in carbohydrate chemistry. The presence of these substituents also influences its solubility and reactivity, allowing for selective reactions in synthetic pathways. This compound is typically utilized in the synthesis of nucleosides and nucleotides, serving as an intermediate in the preparation of more complex carbohydrate derivatives. Its CAS number, 6974-32-9, allows for easy identification in chemical databases and literature. Overall, this compound exemplifies the structural diversity and functional versatility of modified sugars in organic chemistry.
Formula:C28H24O9
InChI:InChI=1S/C28H24O9/c1-18(29)34-28-24(37-27(32)21-15-9-4-10-16-21)23(36-26(31)20-13-7-3-8-14-20)22(35-28)17-33-25(30)19-11-5-2-6-12-19/h2-16,22-24,28H,17H2,1H3/t22-,23-,24-,28-/m1/s1
InChI key:InChIKey=GCZABPLTDYVJMP-CBUXHAPBSA-N
SMILES:O(C(=O)C1=CC=CC=C1)[C@H]2[C@@H](OC(=O)C3=CC=CC=C3)[C@H](OC(C)=O)O[C@@H]2COC(=O)C4=CC=CC=C4
Synonyms:
  • (3R,4R,5R)-2-(acetyloxy)-4-(benzoyloxy)-5-[(benzoyloxy)methyl]oxolan-3-yl benzoate
  • (5-Acetyloxy-3,4-Dibenzoyloxy-Oxolan-2-Yl)Methyl Benzoate
  • 1-0-Acetyl-2,3,5-tri-O-benzoyl-β-<span class="text-smallcaps">D</span>-ribofuranose
  • 1-Acetyl-2,3,5-Tribenzoy-B-D-Ribofuranose
  • 1-Acetyl-2,3,5-tribenzamide-D-Ribose
  • 1-Acetyl-2,3,5-tribenzoyl-beta-D-ribofuranose
  • 1-O-Acetyl-2,3,4-tri-O-benzoyl-β-<span class="text-smallcaps">D</span>-ribofuranose
  • 1-O-Acetyl-2,3,5-Tri-O-Benzoly-Beta-D-Ribofuranse
  • 1-O-Acetyl-2,3,5-Tri-O-benzoyl-beta-D-Ribofuranosine
  • 1-O-Acetyl-2,3,5-tri-0-benzoyl-β-D-ribofuranose
  • See more synonyms
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