Introduction：Basic information about 2,6-Dichloropurine riboside CAS 13276-52-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2,6-Dichloropurine riboside Basic information
| Product Name: | 2,6-Dichloropurine riboside |
| Synonyms: | 2, 6-DICHLOROPURINE RIBOSIDE (2,6DClPR);2,6-Dichloropurine r;2,6-dichloro-9-(β-D-ribofuranosyl)purine;2,6-Dichloro-9-(beta-D-ribofuranosyl)purine;2,6-Dichloro-9-β-D-ribofuranosyl-9H-purine;2,6-dichloropuine nuceotide;(2R,3R,4S,5R)-2-(2,6-Dichloro-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol;2,6-Dichloropurine riboside###13276-52-3 |
| CAS: | 13276-52-3 |
| MF: | C10H10Cl2N4O4 |
| MW: | 321.12 |
| EINECS: | 1308068-626-2 |
| Product Categories: | API intermediates;Miscellaneous Biochemicals;Bases & Related Reagents;Nucleotides |
| Mol File: | 13276-52-3.mol |
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2,6-Dichloropurine riboside Chemical Properties
| Melting point | >190°C (dec) |
| Boiling point | 542.2±60.0 °C(Predicted) |
| density | 2.14±0.1 g/cm3(Predicted) |
| storage temp. | Inert atmosphere,2-8°C |
| solubility | DMSO (Slightly), Methanol (Slightly), Water |
| pka | 13.00±0.70(Predicted) |
| form | Solid |
| color | White to Off-White |
| CAS DataBase Reference | 13276-52-3(CAS DataBase Reference) |
Safety Information
2,6-Dichloropurine riboside Usage And Synthesis
| Chemical Properties | White to Off-White Solid |
| Uses | 2,6-Dichloropurine-9-β-D-riboside is a useful reagent for the design of AB680 as potent and selective inhibitor of CD73. |
| Synthesis | 3056-18-6 13276-52-3 Under nitrogen protection, 450 mL of fully acetyl-protected 2,6-dichloropurine riboside (0.1 mol) and anhydrous methanol were added to a three-necked flask equipped with a dropping funnel, stirred until the system was completely clarified, and cooled to -10°C. The reaction was carried out by TLC. Acetyl chloride (1.2 moles) was added slowly dropwise and after completion of the dropwise addition, the reaction was continued for 1.5 h. The progress of the reaction was monitored by TLC. After completion of the reaction, solid potassium carbonate was added to the system in batches until the pH reached 7-8 and the reaction mixture was filtered. The filtrate was concentrated to dryness, appropriate amount of water was added and extracted three times with 250 mL of ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated to dryness. Crystallization was carried out by adding 140 mL of isopropanol to give 27.3 g of 2,6-dichloropurine riboside as a white solid in 85% yield. |
| References | [1] Patent: CN105085595, 2017, B. Location in patent: Paragraph 0015; 0016; 0017; 0018 |
2,6-Dichloropurine riboside Preparation Products And Raw materials
| Raw materials | 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE-->9H-Purine, 2,6-dichloro-9-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)--->9H-Purine, 6-chloro-2-nitro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)--->Methanol-->Acetyl chloride |
