| Identification | Back Directory | [Name]
1-Chloro-3,5-di-(4-chlorobenzoyl)-2-deoxy-D-ribose | [CAS]
21740-23-8 | [Synonyms]
NSC 140594
5G/25G/1KG
Chloro sugar
Chloride sugar
Trifluridine intermediate
chlorobenzoyl)-2-deoxy-D-ribose
3,5-O-bis(p-chlorobenzoyl)-2-deoxy-α-D-
1-Cl-3,5-bis-(4-cl-bz)- 2-deoxy-D-ribofuranose
1-Chloro-3,5-di-(4-chlorobenzoyl)-2-deoxy-D-ribose
1-a-Chloro-3,5-di-(4-chlorobenzoyl)-2-deoxy-D-ribose
1-Chloro-3,5-bis-(4-chlorobenzoyl)-2-deoxy-D-ribofuranose
3,5-bis[o-(p-chlorbenzoyl)]-alpha-D-ribofuranosyl chloride
1-Chloro-3,5-di-O-(4-chlorobenzoyl)-2-deoxy-a-D-ribofuranose
3,5-O-Bis(p-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride
1-α-Chloro-3,5-di-O-(4-chlorobenzoyl) -2-deoxy-D-ribofuranose
3,5-Di-O-(p-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl Chloride
3,5-O-Bis(p-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride
3,5-Di-O-(p-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl Chloride
"3,5-Di-O-(p-chlorobenzoyl)-2-deoxy-a-D-ribofuranosyl Chloride"
3,5-Bis(4-chlorobenzoyl)-2-deoxy-.alpha.-D-ribofuranosyl Chloride
3,5-O-Bis(p-chlorobenzoyl)-2-deoxy-alpha-D-ribofuranosyl chloride
(4S,5R)-2-chloro-4-benzoyloxy-5-(benzoyloxymethyl)tetrahydrofuran
2-Deoxy-3,5-di-O-(4-chlorobenzoyl)-alpha-D-ribofuranosyl Chloride
[5-Chloro-2-[(4-chlorobenzoyl)oxymethyl]oxolan-3-yl] 4-chlorobenzoate
1-Chloro-2-deoxy-3,5-O-bis(p-chlorobenzoyl)-α-D-erythro-pentofuranose
2-Deoxy-α-D-erythro-pentofuranosyl Chloride 3,5-Bis(4-chlorobenzoate)
2-deoxy-α-D-erythro-Pentofuranosyl chloride 3,5-bis(4-chlorobenzoate)
1-(3,5-di-O-(4-chlorobenzoyl) -2-deoxy-alpha-D-ribofuranosyl) chloride
3,5-di-O-(p-chlorobenzoyl)-2-deoxy-α-D-erythro-pentofuranosyl chloride
3,5-di-O-(p-chlorobenzoyl)-2-deoxy-α-D-erythro-pentofuranosyl chloride
a-D-erythro-Pentofuranosylchloride, 2-deoxy-, 3,5-bis(4-chlorobenzoate)
1-Chloro-2-deoxy-3,5-O-bis(4-chlorobenzoyl)-alpha-D-erythro-pentofuranose
[(2S,3R,5R)-5-chloro-3-(4-chlorobenzoyl)oxyoxolan-2-yl]methyl 4-chlorobenzoate
α-?D-?erythro-?Pentofuranosyl chloride, 2-?deoxy-?, 3,?5-?bis(4-?chlorobenzoate)
(2R,3S,5R)-5-Chloro-2-(((4-chlorobenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-chlorobenzoate
(2S,3R,5R)-5-Chloro-2-(((4-chlorobenzoyl)oxy)-methyl)tetrahydrofuran-3-yl 4-chlorobenzoate
[(2R,3S,4R,5R)-5-chloro-3-[(4-chlorophenyl)carbonyloxy]-4-hydroxyoxolan-2-yl]Methyl 4-chlorobenzoate
(2R,3S,4R,5R)-5-Chloro-2-((4-chlorobenzoyloxy)methyl)-4-hydroxytetrahydrofuran-3-yl 4-chlorobenzoate | [EINECS(EC#)]
606-827-9 | [Molecular Formula]
C19H15Cl3O6 | [MDL Number]
MFCD23843803 | [MOL File]
21740-23-8.mol | [Molecular Weight]
429.68 |
| Chemical Properties | Back Directory | [Melting point ]
110-118°C (dec.) | [Boiling point ]
530.6±50.0 °C(Predicted) | [density ]
1.46±0.1 g/cm3(Predicted) | [storage temp. ]
Hygroscopic, -20?C Freezer, Under Inert Atmosphere | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Not stable in Solution | [InChI]
InChI=1/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-/s3 | [InChIKey]
QEHCZULNFYDPPL-KIQRZSAINA-N | [SMILES]
C([C@H]1O[C@H](Cl)C[C@@H]1OC(C1C=CC(Cl)=CC=1)=O)OC(C1C=CC(Cl)=CC=1)=O |&1:1,3,6,r| |
| Hazard Information | Back Directory | [Chemical Properties]
1-Chloro-3,5-di-(4-chlorobenzoyl)-2-deoxy-D-ribose is White Solid
| [Uses]
1-Chloro-3,5-di-(4-chlorobenzoyl)-2-deoxy-D-ribose is used in the synthesis of nucleotide analogs. Unstable in solution!
| [Synthesis]
Example 3: Preparation of 1-[3,5-di-O-(p-chlorobenzoyl)]-2-deoxy-α-D-ribofuranosyl chloride
To a 250 mL four-necked round-bottomed flask under nitrogen protection was added 1-O-methyl-3,5-di-O-(p-chlorobenzoyl)-2-deoxy-α/β-D-ribofuranose (15.94 g), glacial acetic acid (60 mL), anhydrous chloroform (30 mL), anhydrous dioxane (30 mL) and acetyl chloride (0.87 g). Under stirring conditions, gaseous HCl (11.5 g) was slowly passed while the reaction temperature was controlled between 13 and 15 °C. During this process, 1-[3,5-di-O-(p-chlorobenzoyl)]-2-deoxy-α-D-ribofuranosyl chloride was gradually crystallized and precipitated.After the completion of HCl passage, the reaction mixture was continued to be stirred at 12 °C for 20 min. Subsequently, the product was collected by filtration and washed with anhydrous hexane (20 mL). After drying, 12.4 g of the target compound 1-[3,5-di-O-(p-chlorobenzoyl)]-2-deoxy-α-D-ribofuranosyl chloride was obtained as a white powder in 77% yield. | [References]
[1] Patent: US2010/249394, 2010, A1. Location in patent: Page/Page column 4-5 |
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