3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine

Basic Information

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CAS Number

25137-84-2

Molecular Formula

C25H22Cl2N2O7

Molecular Weight

533.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Solubility

Insuluble (8.0E-6 g/L) (25 ºC),

SMILES

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CCC1=CN(C(=O)NC1=O)C2CC(C(O2)COC(=O)C3=CC=C(C=C3)Cl)OC(=O)C4=CC=C(C=C4)Cl

InChI

InChI=1S/C25H22Cl2N2O7/c1-2-14-12-29(25(33)28-22(14)30)21-11-19(36-24(32)16-5-9-18(27)10-6-16)20(35-21)13-34-23(31)15-3-7-17(26)8-4-15/h3-10,12,19-21H,2,11,13H2,1H3,(H,28,30,33)/t19-,20+,21+/m0/s1

InChIKey

NPKMNEQELHMKIT-PWRODBHTSA-N

LogP

3.7759000000000027

Topological Polar Surface Area

116.69 Å²

Hydrogen Bond Donor/Acceptor

1 / 9

Complexity

882

Synonyms & References

English

A-D-ribofuranosyl)-5-ethyluracil
DTXSID701019344
SCHEMBL6237573
[(2R,3S,5R)-3-(4-chlorobenzoyl)oxy-5-(5-ethyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl 4-chlorobenzoate
MFCD30748129
3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine
1-(3,5-Di-O-p-chlorobenzoyl-2-deoxy--D-ribofuranosyl)-5-ethyluracil
Uridine, 2'-deoxy-5-ethyl-, 3',5'-bis(p-chlorobenzoate)
CS-15154
[(2R, 3S, 5R)-3-(4-chlorobenzoyl)oxy-5-(5-ethyl-2, 4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl 4-chlorobenzoate
3,5-DI-(4-CHLOROBENZOYL)-2-DEOXYRIBOFURANOSYL-1-CHLORIDE
AKOS037650668
(2R,3S,5R)-2-[(4-chlorobenzoyloxy)methyl]-5-(5-ethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-3-yl 4-chlorobenzoate
25137-84-2
1-(3,5-Di-O-p-chlorobenzoyl-2-deoxy-
CS-B1398
C13107
Uridine,2'-deoxy-5-ethyl-,3',5'-bis(p-chlorobenzoate)
1-(3,5-Di-O-p-chlorobenzoyl-2-deoxy-beta-D-ribofuranosyl)-5-ethyluracil
Uridine,2'-deoxy-5-ethyl-, 3',5'-bis(4-chlorobenzoate) (9CI)
1-(3,5-Di-O-p-chlorobenzoyl-2-deoxy-β-D-ribofuranosyl)-5-ethyluracil
(Z)-1,5-Dimethylbicyclo[3.3.0]octane-3,7-dione
5-ETHYL-3',5'-BIS-(P-CHLOROBENZOYL)-2'-B-DEOXYURIDINE
O3',O5'-bis-(4-chloro-benzoyl)-5-ethyl-2'-deoxy-uridine
[(2R,3S,5R)-3-(4-Chlorobenzoyl)oxy-5-(5-ethyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl 4-chloroben
[(2R,3S,5R)-3-(4-chlorobenzoyloxy)-5-(5-ethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl 4-chlorobenzoate

MDL Number

MFCD30748129

FAQ

What are the physical and chemical properties of 3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine (CAS: 25137-84-2)?

3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine has a crystalline form and a molecular weight of approximately 538.23 g/mol. It is poorly soluble in water but soluble in common organic solvents like DMSO and DMF. The compound is quite reactive towards nucleophilic substitution and has a moderate tendency to undergo hydrolysis under basic conditions. It is stable under acidic conditions and in the solid state.

How is 3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine (CAS: 25137-84-2) typically synthesized?

3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine is typically synthesized via a multi-step process involving the phosphorylation of 5-ethyluridine followed by the benzoylation of the 3' and 5' positions using 4-chlorobenzoyl chloride. The reaction is catalyzed by a Lewis acid such as aluminum chloride and proceeds with good selectivity and yield. The product is then purified by recrystallization from suitable solvents.

What industries use 3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine (CAS: 25137-84-2)?

3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine is primarily used in the pharmaceutical industry for the development of novel drug candidates. It also finds applications in the chemical and sensor industries for the synthesis of specific compounds and in the development of advanced sensor technologies. In semiconductors, it can be used as a precursor in the manufacturing of certain materials.

What precautions should be taken when handling 3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine (CAS: 25137-84-2)?

When handling 3',5'-Bis-O-(4-chlorobenzoyl)-2'-deoxy-5-ethyluridine, it is essential to wear personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The substance should be stored in a cool, dry place away from heat and direct sunlight. Handling should be performed in a fume hood to minimize exposure to vapors. In case of a spill, the area should be ventilated and the spill cleaned up carefully with appropriate absorption materials. Always refer to the Safety Data Sheet (SDS) for specific handling and environmental disposal guidelines.