5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine | CAS No. 66335-37-3

5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine

Basic Information

CAS Number

66335-37-3

Molecular Formula

C12H16FN3O4

Molecular Weight

285.28 g/mol

AD

Basic Physical Properties

CC1C2C(C(O1)N3C=C(C(=NC3=O)N)F)OC(O2)(C)C

InChI

InChI=1S/C12H16FN3O4/c1-5-7-8(20-12(2,3)19-7)10(18-5)16-4-6(13)9(14)15-11(16)17/h4-5,7-8,10H,1-3H3,(H2,14,15,17)/t5-,7-,8-,10-/m1/s1

InChIKey

XXYNQHIPVNHJFE-VPCXQMTMSA-N

LogP

0.4020000000000002

Topological Polar Surface Area

88.60000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 7

Complexity

519

Synonyms & References

English

  • 4-Amino-5-fluoro-1-((3aR,4R,6R,6aR)-2,2,6-trimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)pyrimidin-2(1H)-one
  • SCHEMBL2847310
  • 5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine
  • 1-[(3aR,4R,6R,6aR)-2,2,6-trimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-4-amino-5-fluoropyrimidin-2-one
  • AKOS015892502
  • AC-4242
  • XXYNQHIPVNHJFE-VPCXQMTMSA-N
  • 1-[(3aR,4R,6R,6aR)-2,2,6-trimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-4-amino-5-fluoro-1,2-dihydropyrimidin-2-one
  • 5'-Deoxy-2',3'-O-isopropylidene-5-fluorocytidine
  • 5'-deoxy-5-fluoro-2',3'-o-isopropylidene-d-cytidine
  • 66335-37-3
  • 5'-Deoxy-5-fluoro-2',3'-O-isopropylidene-D-cytidine
  • 5’-Deoxy-2’,3’-O-isopropylidene-5-fluorocytidine
  • 5'-Deoxy-2',3'-O-Isopropylidene-5-Fluoro-D-Cytidine

MDL Number

MFCD07369284

FAQ

What are the physical and chemical properties of 5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine (CAS: 66335-37-3)?

5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine is a white crystalline powder with a molecular weight of approximately 342.23 g/mol. It has poor solubility in water and ethanol but is soluble in dimethyl sulfoxide (DMSO). This compound is relatively stable under standard storage conditions but can be reactive in the presence of strong oxidizing agents. It is used in various chemical and pharmaceutical applications due to its unique structure.

How is 5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine (CAS: 66335-37-3) typically synthesized?

5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine is synthesized through a multi-step process that includes the introduction of a fluorine atom and isopropylidene group to the cytidine structure. Common synthetic routes involve the use of protected cytidine derivatives, followed by fluorination and isopropylidene protection steps. The yield and selectivity of these reactions are crucial for the successful production of this compound.

What industries use 5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine (CAS: 66335-37-3)?

5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine is primarily used in the pharmaceutical industry for the development of antiviral drugs and in the academic and research sectors for studying nucleoside chemistry. It is also of interest in polymer science for its potential applications in the synthesis of nucleic acid-based polymers.

What precautions should be taken when handling 5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine (CAS: 66335-37-3)?

When handling 5'-Deoxy-5-fluoro-2',3'-O-isopropylidenecytidine, it is important to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and laboratory coats. This compound should be stored in a cool, dry place away from direct sunlight. Spills should be handled using appropriate absorbent materials, and the area should be ventilated. Always refer to the material safety data sheet (MSDS) for specific handling and disposal instructions.

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