128496-21-9

Basic information

• Product Name: 1-{(2R,5S)-3-fluoro-5-[(trityloxy)methyl]-2,5-dihydrofuran-2-yl}-5-methylpyrimidine-2,4(1H,3H)-dione
• CAS NO: 128496-21-9
• Molecular Formula: C₂₉H₂₅FN₂O₄
• Molecular Weight: 484.5182
• Mol File: 128496-21-9.mol
• Article Data: 4

Chemical Properties

• Density: 1.33g/cm³
• Refractive Index: 1.657
• CAS DataBase Reference: 1-{(2R,5S)-3-fluoro-5-[(trityloxy)methyl]-2,5-dihydrofuran-2-yl}-5-methylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-{(2R,5S)-3-fluoro-5-[(trityloxy)methyl]-2,5-dihydrofuran-2-yl}-5-methylpyrimidine-2,4(1H,3H)-dione(128496-21-9)
• EPA Substance Registry System: 1-{(2R,5S)-3-fluoro-5-[(trityloxy)methyl]-2,5-dihydrofuran-2-yl}-5-methylpyrimidine-2,4(1H,3H)-dione(128496-21-9)

Safety Data

• Hazardous Substances Data: 128496-21-9(Hazardous Substances Data)

Usage

Chemical structure

A complex compound with several key functional groups, including a dihydrofuran ring, a fluoro group, a trityloxy group, and a pyrimidine-2,4-dione moiety.

Chirality

The compound has a chiral center, as denoted by the (2R,5S) prefix, indicating that it has two stereocenters in its structure.

Potential biological activity

Given its structural features and resemblance to certain pharmacologically active compounds, this chemical likely has potential biological activity.

Further investigation

The specific properties and potential applications of this compound would need to be further investigated through experimental studies.

Fluoro group

The presence of a fluoro group (F) in the compound may contribute to its biological activity and properties.

Trityloxy group

The trityloxy group (C6H5)3COis a bulky protecting group that can influence the reactivity and stability of the compound.

Pyrimidine-2,4-dione moiety

This moiety is a common structural element in many biologically active compounds, including some nucleosides and antiviral drugs.

Stereochemistry

The stereochemistry of the compound, as indicated by the (2R,5S) prefix, is important for its potential biological activity and interactions with target molecules.

Synthesis

The synthesis of this complex compound likely involves multiple steps and the use of various protecting groups and synthetic strategies to achieve the desired structure.

Upstream product

• 1251064-57-9 1-(2-deoxy-2-fluoro-3-O-mesyl-5-O-trityl-β-D-ribofuranosyl)-5-methyluracil 
• 69256-17-3 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine 
• 128114-98-7 1-(2-deoxy-2-fluoro-3-O-mesyl-5-O-triphenylmethyl-β-D-arabinofuranosyl)thymine 
• 128114-99-8 2,3'-anhydro-1-(2-deoxy-2-fluoro-5-O-trityl-β-D-lyxofuranosyl)thymine 
• 128114-98-7 1-(2-deoxy-2-fluoro-3-O-(methylsulfonyl)-5-O-trityl-β-D-arabinofuranosyl)thymine 

Relevant articles and documents

Modified nucleosides for the treatment of viral infections and abnormal cellular proliferation

The disclosed invention is a composition for and a method of seating a Flaviviridae (including BVDV and HCV), Orthomyxoviridae (including Influenza A and B) or Paramyxoviridae (including RSV) infection, or conditions related to abnormal cellular proliferation, in a host, including animals, and especially humans, using a nucleoside of general formula (I)-(XXIII) or its pharmaceutically acceptable salt or prodrug. This invention also provides an effective process to quantify the viral load, and in particular BVDV, HCV or West Nile Virus load, in a host, using real-time polymerase chain reaction (“RT-PCR”). Additionally, the invention discloses probe molecules that can fluoresce proportionally to the amount of virus present in a sample.

Fluorinated sugar analogues of potential anti-HIV-1 nucleosides

In order to obtain agents with therapeutic indices superior to those of AZT, FLT, or D4T, several analogues of anti-HIV-1 nucleosides were synthesized. These include 2',3'-dideoxy-2',3'-difluoro-5-methyluridine (13), its arabino analogue 19, arabino-5-met