1-O-Acetyl-2,3,5-Tri-O-Benzoyl-D-Ribofuranose

1-O-Acetyl-2,3,5-Tri-O-Benzoyl-D-Ribofuranose - Names and Identifiers

Name	1-O-Acetyl-2,3,5-Tri-O-Benzoyl-D-Ribofuranose
Synonyms	1-O-Acetyl-2,3,5-tri-O-benzoylribose TRI-O-BENZOYL-1-O-ACETYL-D-RIBOFURANOSE 1-ACETYL-2,3,5-TRIBENZOYL-3-D-RIBOFURANOSIDE 1-O-Acetyl-2,3,5-tri-0-benzoyl-D-ribofuranose 1-O-Acetyl-2,3,5-Tri-O-Benzoyl-D-Ribofuranose 1-O-ACETYL-2,3,5-TRI-O-BENZOYL-D-RIBOFURANOSE 1-O-Acetyl-2,3,5-tri-O-benzoyl-α,β-D-ribofuranose 1-O-Acetyl-2,3,5-tri-O-benzoyl-alpha,beta-D-ribofuranose
CAS	14215-97-5

1-O-Acetyl-2,3,5-Tri-O-Benzoyl-D-Ribofuranose - Physico-chemical Properties

Molecular Formula	C28H24O9
Molar Mass	504.48
Density	1.35±0.1 g/cm3(Predicted)
Melting Point	126-127 °C
Boling Point	621.0±55.0 °C(Predicted)
Solubility	Chloroform (Slightly), Ethyl Acetate (Slightly)
Appearance	Solid
Color	White to Off-White
Storage Condition	Sealed in dry,Room Temperature

1-O-Acetyl-2,3,5-Tri-O-Benzoyl-D-Ribofuranose - Reference Information

Application

"fluorose" chemical name is 2-deoxy-2-fluoro-1, 3, 5-tribenzoyl-α-d-arbamate-furanose, by introducing a fluorine atom into the C- 2 'position of the furanosyl group, realizes the structural modification of the furanosyl group, this structural modification greatly improves the biological activity of the glycosyl compound, changes the metabolic pathway and metabolic rate in the organism, and prolongs the action time. Fluoride sugar can be used to synthesize a variety of anti-viral and anti-tumor drugs, among which Clofarabine is an anti-tumor drug that has attracted much attention at present.

preparation

a 2-hydroxy-1, 3,5-Three-O-benzoyl-α-D-ribofuranose crystallization mother liquid method, by reacting with acetic anhydride, the crystallization mother liquid containing 2-hydroxy-1, 3, 5-tri-o-benzoyl-α-d-ribofuranose and its isomer 1-hydroxy-2, 3, preparation of 1-o-acetyl-2, 3, 5-tri-o-benzoyl-β-d-ribofuranose (1-acetyl-tris-benzyloxy-robs), with the following steps:
(1) the mother liquor of 2-hydroxy-1, 3, 5-tri-o-benzoyl-α-d-ribofuranose in dichloromethane-n-hexane crystallization is concentrated to dryness to obtain a concentrate;
(2) the concentrate is dissolved in a solvent, acetic anhydride is added, concentrated sulfuric acid is added after cooling, and the reaction is maintained and stirred. After the reaction is finished, water is added and stirred at room temperature for 2-3 hours,
(3) dissolve the crude product with ethanol, add silica gel, activated carbon, heat preservation and stirring, heat filtration, filtrate crystallization, Suction filtration to obtain 1-o-acetyl-2, 3, 5-tri-o-benzoyl-β -D-ribofuranose (1-acetyl-tris-benzyloxy-roberose).

Last Update：2024-04-09 21:54:55