3',5'-Di-O-benzoyl Fialuridine

Basic Information

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CAS Number

97614-45-4

Molecular Formula

C23H18FIN2O7

Molecular Weight

580.31 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

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Density

1.74±0.1 g/cm3 (20 ºC 760 Torr),

Solubility

Insuluble (5.6E-5 g/L) (25 ºC),

SMILES

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C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)N3C=C(C(=O)NC3=O)I)F)OC(=O)C4=CC=CC=C4

InChI

InChI=1S/C23H18FIN2O7/c24-17-18(34-22(30)14-9-5-2-6-10-14)16(12-32-21(29)13-7-3-1-4-8-13)33-20(17)27-11-15(25)19(28)26-23(27)31/h1-11,16-18,20H,12H2,(H,26,28,31)/t16-,17+,18-,20-/m1/s1

InChIKey

FBENGCVQLDKVAT-AJYBTWMASA-N

LogP

2.4593000000000007

Topological Polar Surface Area

116.69 Å²

Hydrogen Bond Donor/Acceptor

1 / 9

Complexity

841

Synonyms & References

English

3’,5’-Di-O-benzoyl Fialuridine
[(2R,4R,5R)-3-benzoyloxy-4-fluoro-5-(5-iodo-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate
2,4(1H,3H)-Pyrimidinedione, 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-
3’,5’-DI-O-BENZOYL FIALURIDINE,WHITE SOLID
3 inverted exclamation mark,5 inverted exclamation mark-Di-O-benzoyl-1-(2-deoxy-2-fluoro-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
3 inverted exclamation mark,5 inverted exclamation mark-Di-O-benzoyl-1-(2'-deoxy-2'-fluoro-D-arabinofuranosyl)-5-iodouracil
3',5'-Di-O-benzoyl Fialuridine
1-(3,5-Di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione (ACI)
D
[(2R,3R,4S,5R)-3-benzoyloxy-4-fluoro-5-(5-iodo-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl benzoate
FBENGCVQLDKVAT-AJYBTWMASA-N
97614-45-4
DA-69884
1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-beta-D-arabinofuranosyl)-5-iodouracil
SCHEMBL10580465
((2R,3R,4S,5R)-3-(Benzoyloxy)-4-fluoro-5-(5-iodo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl benzoate
((2R,3R,4S,5R)-3-(Benzoyloxy)-4-fluoro-5-(5-iodo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methylbenzoate
F12728
[(2R,3R,4S,5R)-3-(benzoyloxy)-4-fluoro-5-(5-iodo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl benzoate

MDL Number

MFCD22666296

FAQ

What are the physical and chemical properties of 3',5'-Di-O-benzoyl Fialuridine (CAS: 97614-45-4)?

3',5'-Di-O-benzoyl Fialuridine is a crystalline compound with a molecular weight of approximately 546.4 g/mol. It has a low solubility in water and is soluble in organic solvents like methanol and acetone. The compound is relatively stable but can undergo hydrolysis in the presence of moisture. Its reactivity is moderate and mainly involves ester hydrolysis and benzoylation reactions.

How is 3',5'-Di-O-benzoyl Fialuridine (CAS: 97614-45-4) typically synthesized?

3',5'-Di-O-benzoyl Fialuridine is typically synthesized through the benzoylation of fialuridine using benzoyl chloride and a base like sodium hydride. The reaction is conducted in an inert solvent such as tetrahydrofuran (THF) at room temperature. The yield is around 75-80% with high selectivity towards the desired product.

What industries use 3',5'-Di-O-benzoyl Fialuridine (CAS: 97614-45-4)?

3',5'-Di-O-benzoyl Fialuridine is primarily used in the pharmaceutical industry as an intermediate for drug synthesis. It is also relevant in the polymer industry for preparing functional polymers with specific properties. Its applications in sensors and semiconductors are less common but have been explored for specialized purposes.

What precautions should be taken when handling 3',5'-Di-O-benzoyl Fialuridine (CAS: 97614-45-4)?

When handling 3',5'-Di-O-benzoyl Fialuridine, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and moisture. Fume hoods should be used during synthesis to minimize exposure to volatile organic compounds. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.