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| | beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Basic information |
| Product Name: | beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate | | Synonyms: | 1-O-Acetyl-2,3,5-tri-O-benzoyl-a,-D-ribofuranose;B-D-RIBOFURANOSE-1-ACETATE-2,3,5-TRIBENZOATE;BETA-D-RIBOFURANOSE 1-ACETATE 2,3,5-TRIBENZOATE;1-O-Acetyl-2-O,3-O,5-O-tribenzoyl-β-D-ribofuranose;2-O,3-O,5-O-Tribenzoyl-1-O-acetyl-β-D-ribofuranose;2-O,3-O,5-O-Tribenzoyl-β-D-ribofuranose 1-acetate;(3R,4R,5R)-2-Acetoxy-3,4-bis(benzoyloxy)-5-(benzoyloxymethyl)tetrahydrofuran;1-0-Acetyl-2,3,5-Tri-0-Benzoyl--D-Ribofuranose | | CAS: | 6974-32-9 | | MF: | C28H24O9 | | MW: | 504.48 | | EINECS: | 230-220-4 | | Product Categories: | Carbohydrates;(intermediate of clofarabine);Nucleic acids;chiral;Pharmaceutical Intermediates;Biochemistry;Nucleosides, Nucleotides & Related Reagents;O-Substituted Sugars;Ribose;Riboses and 2'-Deoxyriboses;Sugars;Sugars, Carbohydrates & Glucosides;Inhibitors;Carbohydrates & Derivatives;50kg in stock;6974-32-9 | | Mol File: | 6974-32-9.mol |  |
| | beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Chemical Properties |
| Melting point | 128-130 °C | | Boiling point | 621.0±55.0 °C(Predicted) | | alpha | 24.4 º (c=1, pyridine) | | density | 1.35±0.1 g/cm3(Predicted) | | refractive index | 24 ° (C=1, Pyridine) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Sonicated), | | form | Liquid | | color | Clear slightly yellow or greenish to brown | | optical activity | [α]20/D +24.3°, c = 1 in pyridine | | BRN | 100243 | | InChIKey | GCZABPLTDYVJMP-CBUXHAPBSA-N | | SMILES | C(OC)(=O)C1=CC=CC=C1[C@@H]1[C@@H](OC(=O)C2=CC=CC=C2)[C@@H](OC(=O)C2=CC=CC=C2)[C@H](OC(C)=O)O1 |&1:10,11,21,31,r| | | CAS DataBase Reference | 6974-32-9(CAS DataBase Reference) | | EPA Substance Registry System | .beta.-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate (6974-32-9) |
| | beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powde | | Uses | An inhibitor of neutrophil-keyhole limpet hemocyanin adhesion | | Application | Beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate, also known as 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose, is a ribose-derived compound used in nucleoside synthesis. | | Synthesis | Rac-(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-hydroxytetrahydrofuran-3,4-diyl dibenzoate was dissolved in dry pyridine, and the solution was slowly added dropwise with acetic anhydride in an ice water bath, then stirred for 30 minutes. Then, the ice water bath was removed, and the solution was stirred at room temperature for 7 hours and then heated to 40°C. This temperature was kept for an hour. The solution was added with broken ice and then stirred until the broken ice melted. The reaction solution was poured into ice water and extracted with chloroform. The organic layer was washed sequentially with ice water, pre-cooled sulfuric acid, and saturated sodium bicarbonate until the water layer showed weak alkaline, then washed with ice water until the water layer showed neutral, dried over anhydrous sodium sulfate for more than 4 hours, and then drawn off under reduced pressure, to obtain the light yellow syrup-like beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate (92.1%).
 | | Purification Methods | Recrystallise it from EtOH or isoPrOH. [Helv Chim Acta 42 1171 1959, NMR: J Org Chem 33 1799 1968, IR: Chem Pharm Bull Jpn 11 188 1963, Beilstein 17/6 V 213.] |
| | beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate Preparation Products And Raw materials |
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