2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine | CAS No. 86163-17-9

2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine

Basic Information

CAS Number

86163-17-9

Molecular Formula

C13H16N2O7

Molecular Weight

312.28 g/mol

AD

Basic Physical Properties

Density

1.540±0.06 g/cm3(Predicted)

COC(=O)/C=C/c1cn(c(=O)[nH]c1=O)[C@H]2C[C@@H]([C@H](O2)CO)O

InChI

InChI=1S/C13H16N2O7/c1-21-11(18)3-2-7-5-15(13(20)14-12(7)19)10-4-8(17)9(6-16)22-10/h2-3,5,8-10,16-17H,4,6H2,1H3,(H,14,19,20)/b3-2+/t8-,9+,10+/m0/s1

InChIKey

RKTRMSPWWLPPAY-YJCWOPNRSA-N

LogP

-1.6364999999999987

pKa

8.51±0.10(Predicted)

Topological Polar Surface Area

130.85 Ų

Hydrogen Bond Donor/Acceptor

3 / 9

Synonyms & References

English

  • (E)-5-(2-CARBOMETHOXYVINYL)-2'-DEOXYURIDINE
  • 2-Propenoic acid,3-[1-(2-deoxy-b-D-erythro-pentofuranosyl)-1,2,3,4-tetrahydro-2,4-dioxo-5-pyriMidinyl]-,Methyl ester, (2E)-
  • 2-Propenoic acid, 3-[1-(2-deoxy-β-D-erythro-pentofuranosyl)-1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinyl]-, methyl ester, (2E)-
  • E-5-(2-METHOXYCARBONYLVINYL)-2'-DEOXYURIDINE
  • (E)-5-(2-CARBOMETHOXYVINYL)-2'-DEOXYURIDINE USP/EP/BP
  • (E)-Methyl 3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylate
  • Brivudine Impurity 12
  • Methyl (E)-3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acrylate
  • 2-Propenoic acid,3-[1-(2-deoxy-b-D-erythro-pentofuranosyl)-1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinyl]-,methyl ester, (2E)-
  • E-5-(2-CARBOMETHOXYVINYL)-2'-DEOXYURIDINE
  • IVFRU

FAQ

What are the physical and chemical properties of 2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine (CAS: 86163-17-9)?

2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine is a nucleoside derivative with a molecular weight of approximately 313.22 g/mol. It exists in a crystalline form and has a high solubility in polar solvents like methanol and water but is insoluble in non-polar solvents. This compound shows moderate reactivity towards nucleophilic substitution at the uracil position.

How is 2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine (CAS: 86163-17-9) typically synthesized?

2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine is typically synthesized via a multistep route involving the protection of the nucleoside, introduction of the methoxy group, and subsequent ring opening and closure steps. This process requires the use of specific catalysts and reagents to ensure high selectivity and yield, with careful control of reaction conditions to prevent side reactions.

What industries use 2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine (CAS: 86163-17-9)?

2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine finds applications in the pharmaceutical industry, particularly in the development of nucleoside analogs for antiviral and anticancer treatments. It is also used in biochemical research for studying nucleic acid structures and functions.

What precautions should be taken when handling 2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine (CAS: 86163-17-9)?

When handling 2'-Deoxy-5-[(1E)-3-methoxy-3-oxo-1-propen-1-yl]uridine, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize inhalation exposure. Spills should be immediately cleaned up using absorbent materials and the area should be flushed with water. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.

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