4710-75-2

Basic information

• Product Name: 3',5'-Bis-O-(triphenylMethyl)uridine
• Synonyms: 3',5'-Bis-O-(triphenylMethyl)uridine;3',5'-Di-O-trityluridine;NSC 96000
• CAS NO: 4710-75-2
• Molecular Formula: C₄₇H₄₀N₂O₆
• Molecular Weight: 728.8303
• Mol File: 4710-75-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.33g/cm³
• Refractive Index: 1.705
• CAS DataBase Reference: 3',5'-Bis-O-(triphenylMethyl)uridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3',5'-Bis-O-(triphenylMethyl)uridine(4710-75-2)
• EPA Substance Registry System: 3',5'-Bis-O-(triphenylMethyl)uridine(4710-75-2)

Safety Data

• Hazardous Substances Data: 4710-75-2(Hazardous Substances Data)

Usage

General Description

3',5'-Bis-O-(triphenylmethyl)uridine, also known as Tr-uridine, is a modified nucleoside compound that contains a uridine base linked to two triphenylmethyl (Tr) protecting groups at the 3' and 5' positions. It is often used in the synthesis and study of RNA, as the Tr protecting groups can be selectively removed to reveal the reactive hydroxyl groups of the uridine base. 3',5'-Bis-O-(triphenylMethyl)uridine is useful for understanding the structure and function of RNA and for developing new RNA-based technologies. Additionally, the Tr protecting groups provide stability and protection to the uridine base, making it a valuable tool in chemical biology and medicinal chemistry research.

InChI:InChI=1/C47H40N2O6/c50-41-31-32-49(45(52)48-41)44-42(51)43(55-47(37-25-13-4-14-26-37,38-27-15-5-16-28-38)39-29-17-6-18-30-39)40(54-44)33-53-46(34-19-7-1-8-20-34,35-21-9-2-10-22-35)36-23-11-3-12-24-36/h1-32,40,42-44,51H,33H2,(H,48,50,52)

Upstream product

• 76-83-5 trityl chloride 
• 58-96-8 uridine 
• 6554-10-5 5'-O-trityluridine 

Downstream Products

• 22860-36-2 (2R,3R,3aR,9aR)-3-Trityloxy-2-trityloxymethyl-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one 
• 129885-88-7 1-(3,5-di-O-trityl-β-D-ribofuranosyl)-4-methoxy-2-pyrimidinone 
• 38642-29-4 3'-O-trityluridine 
• 129885-92-3 N³-methyl-1-(3,5-di-O-trityl-β-arabinofuranosyl)uracil 
• 129885-91-2 1-(2-deoxy-2-fluoro-3,5-di-O-trityl-β-D-ribofuranosyl)-N³-methyluracil 
• 129885-90-1 1-(2-deoxy-2-fluoro-3,5-di-O-trityl-β-D-ribofuranosyl)-4-methoxy-2-pyrimidinone 
• 163011-98-1 (Z)-2'-deoxy-2'-ethoxycarbonylmethylene-3',5'-di-O-trityluridine 
• 163011-96-9 (Z)-2'-cyanomethylene-2'-deoxy-3',5'-di-O-trityluridine 
• 16731-30-9 1-<3,5-di-O-trityl-β-D-erythro-pentofuran-2-ulosyl>uracil 
• 16731-36-5 N³-methyl-3',5'-di-O-trityluridine 

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.

Synthesis of Uridine Derivatives Containing Strategically Placed Radical Traps as Potential Inhibitors of Ribonucleotide Reductase

A series of uridine derivatives have been prepared with a view to inhibiting the enzyme ribonucleotide reductase by trapping the radical responsible for initiating the reduction.These have an oxime ether on the beta face at C-3 or C-2 of the ribose moiety

Nucleosides. LVI. Synthesis and chemical modifications of 3'-deoxy- pyrimidine nucleosides

3'-Deoxyuridine(1) and 3'-deoxycytidine(2) were prepared with improved yields by two different methods applying either the Barton procedure to appropriate 2',5'-di-O-protected pyrimidine nucleosides or by choosing the direct glycosylation of the pyrimidine bases with 1,2-di-O-acetyl-5-O- toluoyl-3-deoxy-D-erythro-pentofuranose via the silylation approach. Suitable protecting groups for the sugar moiety have been found in the trityl, tert- butyldimethylsilyl and the thexyl groups which are inert in the radical deoxygenation process. The newly synthesised compounds were characterized by elemental analyses and UV and 1H-NMR spectra.