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CAS 15397-15-6

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1,2,3,5-Tetra-O-benzoyl-2-C-methyl-beta-D-ribofuranose

Description:
1,2,3,5-Tetra-O-benzoyl-2-C-methyl-beta-D-ribofuranose is a glycosylated compound characterized by the presence of four benzoyl groups attached to the ribofuranose structure, which is a derivative of ribose. This compound features a methyl group at the second carbon position, contributing to its unique properties. It is typically a white to off-white solid, soluble in organic solvents such as dichloromethane and acetone, but less soluble in water due to its hydrophobic benzoyl groups. The presence of these benzoyl groups enhances the stability and lipophilicity of the molecule, making it useful in various organic synthesis applications, particularly in the field of carbohydrate chemistry. Its structure allows for potential applications in drug design and delivery systems, as well as in the synthesis of nucleoside analogs. The compound's reactivity can be influenced by the protective benzoyl groups, which can be selectively removed under specific conditions to yield the corresponding ribofuranose derivative.
Formula:C34H28O9
InChI:InChI=1/C34H28O9/c1-34(43-32(38)26-20-12-5-13-21-26)28(41-30(36)24-16-8-3-9-17-24)27(22-39-29(35)23-14-6-2-7-15-23)40-33(34)42-31(37)25-18-10-4-11-19-25/h2-21,27-28,33H,22H2,1H3/t27-,28-,33+,34-/m1/s1
InChI key:InChIKey=QJZSLTLDMBDKOU-VBHQRPIPSA-N
SMILES:O(C(=O)C1=CC=CC=C1)[C@H]2[C@](OC(=O)C3=CC=CC=C3)(C)[C@H](OC(=O)C4=CC=CC=C4)O[C@@H]2COC(=O)C5=CC=CC=C5
Synonyms:
  • (2S,3R,4R,5R)-2,4-bis(benzoyloxy)-5-[(benzoyloxy)methyl]-3-methyloxolan-3-yl benzoate
  • 1,2,3,5-Tetra-O-benzoyl-2-C-methyl-β-<span class="text-smallcaps">D</span>-ribofuranose
  • 2-C-Methyl-beta-D-ribofuranose 1,2,3,5-tetrabenzoate
  • 2-C-methyl-1,2,3,5-tetrakis-O-(phenylcarbonyl)-beta-D-ribofuranose
  • Ribofuranose, 2-C-methyl-, tetrabenzoate, β-<span class="text-smallcaps">D</span>-
  • β-<span class="text-smallcaps">D</span>-Ribofuranose, 2-C-methyl-, 1,2,3,5-tetrabenzoate
  • β-<span class="text-smallcaps">D</span>-Ribofuranose, 2-C-methyl-, tetrabenzoate
  • 1,2,3,5-Tetra-O-benzoyl-2-C-methyl-b-D-ribofuranose
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