| Identification | Back Directory | [Name]
1-Chloro-3,5-di(4-chlorbenzoyl)-2-deoxy-D-ribose | [CAS]
3601-90-9 | [Synonyms]
1-Chloro-3,5-di(4-ch
1-Chloro-3,5-Di-(P-Chlorobenzo
1-CHLORO-3,5-DI(4-CHLORBENZOYL)-2-DEOXY-D-RIBOSE
1-CHLORO-3,5-DIPARACHLOROBENZOYL-2-DEOXY-D-RIBOSE
1-chloro-3,5-di-(p-chlorbenzoyl)-2-deoxy-d-ribose
2-Deoxy-3,5-bis-O-(4-chlorobenzoyl)-D-erythro-pent
3,5-O-Bis(4-chlorobenzoyl)-2-deoxy-D-ribofuranosyl
1-chloro-3,5-di-p-chlorobenzoyloxy-2-deoxy-d-ribose
1-CHLORO-3,5-DI-(P-CHLOROBENZOYL)-2-DEOXY-D-RIBOSE,88+%
1-Chloro-2-deoxy-3,5-bi (O-p-aldylbenzoyl)-D-ribofuranose
1-Chloro-2-Deoxy-3,5-Di(O-P-Chlorobenzoyl)-D-Ribofuranose
1-Chloro-3,5-di(4-chlorbenzoyl)-2-deoxy-D-ribose USP/EP/BP
3,5-O-Bis(4-chlorobenzoyl)-2-deoxy-D-ribofuranosyl chloride
1-Chloro-3,5-di(4-chlorbenzoyl)-2-deoxy-D-ribose (Decitabine)
3,5-Bis-O-(4-chlorobenzoyl)-1-chloro-1,2-dideoxy-D-ribofuranose 85%
3,5-Bis-O-(4-chlorobenzoyl)-2-deoxy-D-erythro-pentofuranosyl chloride
D-erythro-Pentofuranosyl chloride, 2-deoxy-, 3,5-bis(4-chlorobenzoate)
(2R,3S)-5-Chloro-2-(((4-chlorobenzoyl)oxy)Methyl)tetrahydrofuran-3-yl 4-chlorobenzoate
2-((2R,3S)-5-chloro-3-(4-chlorobenzoyl)-3,5-dihydroxytetrahydrofuran-2-yl)-1-(4-chlorophenyl)-2-hydroxyethanone | [EINECS(EC#)]
1806241-263-5 | [Molecular Formula]
C19H15Cl3O5 | [MDL Number]
MFCD00672145 | [MOL File]
3601-90-9.mol | [Molecular Weight]
429.68 |
| Questions And Answer | Back Directory | [Synthesis]
Under an argon atmosphere, 6.00 g of 2'-deoxy-D-ribose was dissolved in 100 mL of dry methanol. Hydrochloric acid (1.50 mL of 1.25 M hydrochloric acid in MeOH) was slowly added to the reaction mixture. The mixture was stirred at room temperature for 1 hour. Pyridine (40 mL) was then slowly added to the reaction system to neutralize the resulting solution. The solution was evaporated under vacuum until nearly dry, and then co-evaporated with 15 mL of pyridine. The residue was dissolved in pyridine (100 mL), then cooled to 0°C, and treated with p-chlorobenzoyl chloride (107 mmol). The residue was stirred and reacted at room temperature for 18 hours. The slurry was poured into a mixture of water and dichloromethane (2:3, 250 mL). The organic phase was washed sequentially with saturated sodium bicarbonate aqueous solution (2 x 20 mL), dilute sulfuric acid (2 x 20 mL), and water (2 x 20 mL) to separate the organic layer. The obtained organic layer was dried with anhydrous magnesium sulfate and filtered through diatomaceous earth to remove the magnesium sulfate solid. The resulting filtrate was rotary evaporated under vacuum to remove the reaction solvent. The obtained slurry was then dissolved in a mixture of diethyl ether (45 mL) and acetic acid (60 mL). The solution was treated with gaseous hydrochloric acid at 0°C for about 1 hour. The solid precipitate was then washed with cold diethyl ether. Finally, the precipitate was dried under vacuum for 18 hours to obtain the target molecule 1-Chloro-3,5-di(4-chlorbenzoyl)-2-deoxy-D-ribose. Figure 1. Synthetic route of 1-Chloro-3,5-di(4-chlorbenzoyl)-2-deoxy-D-ribose. | [Uses]
1-Chloro-3,5-di-p-chlorobenzoyloxy-2-deoxy-D-ribose is a pharmaceutical chemical and organic synthesis intermediate. For example, it can be used in the preparation and synthesis of the drug molecule decitabine. Decitabine is a natural adenosine analog of 2′-deoxycytidine. It inhibits DNA methyltransferases, reduces DNA methylation, thereby inhibiting tumor cell proliferation and preventing drug resistance. It is currently the most potent known DNA methylation-specific inhibitor and belongs to the S-phase cell cycle specific drugs, suitable for the treatment of myelodysplastic syndromes (MDS). |
| Chemical Properties | Back Directory | [Boiling point ]
530.6±50.0 °C(Predicted) | [density ]
1.46 | [storage temp. ]
Sealed in dry,2-8°C | [InChI]
InChI=1S/C19H15Cl3O5/c20-13-5-1-11(2-6-13)18(23)25-10-16-15(9-17(22)26-16)27-19(24)12-3-7-14(21)8-4-12/h1-8,15-17H,9-10H2/t15-,16+,17?/m0/s1 | [InChIKey]
QEHCZULNFYDPPL-RTKIROINSA-N | [SMILES]
C1(Cl)O[C@H](COC(=O)C2=CC=C(Cl)C=C2)[C@@H](OC(=O)C2=CC=C(Cl)C=C2)C1 |
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| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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