97626-18-1

Basic information

• Product Name: 1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine
• Synonyms: 1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine;3',5'-TIPS-dT
• CAS NO: 97626-18-1
• Molecular Formula: C₂₂H₄₀N₂O₆Si₂
• Molecular Weight: 484.73
• EINECS: -0
• Mol File: 97626-18-1.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine(97626-18-1)
• EPA Substance Registry System: 1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine(97626-18-1)

Safety Data

• Hazardous Substances Data: 97626-18-1(Hazardous Substances Data)

Usage

General Description

1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine is a chemical compound that consists of thymine, a nucleobase found in DNA, and a ribofuranosyl sugar moiety connected to it at the 2-deoxy position. The ribofuranosyl sugar moiety is further modified with a 1,1,3,3-tetraisopropyldisiloxane-1,3-diyl group at the 3 and 5 positions. This chemical is a modified nucleoside and is often used in the field of medicinal chemistry to study the effects of certain sugar modifications on the properties and functions of nucleic acids. Its unique structure and properties make it an interesting compound for research and potential therapeutic applications.

Upstream product

• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 50-89-5 thymidine 

Downstream Products

• 342630-75-5 4-O-[(2,4,6-Triisopropylphenyl)sulfonyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)thymidine 
• 22003-31-2 N¹-(β-D-2'-deoxyribosyl)-5-methylpyrimidin-2-one 
• 342630-79-9 5'-O-(4,4'-Dimethoxytrityl)-5-methyl-N⁴-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxycytidine 

Relevant articles and documents

Synthesis of 5-methylamino-2′-deoxyuridine derivatives

Reductive amination of 3′,5′ -O-(tetraisopropyldisilyloxane-1,3-diyl)-2′-deoxy-5-formyluridine with several aliphatic and aromatic amines, in various solvents, is described. In the case of aliphatic amines, the expected C-5 substituted methylamino pyrimid

Reactivity of nucleosides with a hydroxyl radical in non-aqueous medium

An experiment was conducted to demonstrate the reactivity of nucleosides with a hydroxyl radical (HO) in non-aqueous medium. Five nucleosides and three purine-derived lesions were taken as targets for HO attack. The reactivity with HO radical was determined by laser flash photolysis (LFP) of N-hydroxypyridine-2-thione (NPT) at 355 nm. Following an established kinetic model, the rate constants for the reaction between HO and the modified nucleobases were determined by using naphthalene as a standard. The values obtained for the silylated 2 -deoxyribonucleosides in acetonitrile are of the same order of magnitude and remarkably lower than diffusion control in this solvent, pointing to a similar reactivity pattern. The result confirmed that the reaction of a hydroxyl radical with 2'-deoxyribonucleosides is in general somewhat slower in acetonitrile than in water.

Preparation of deoxynucleosides

Methods for preparing deoxynucleosides from their corresponding ribonucleosides by forming 3-tert-butylphenoxythiocarbonylderivatives of the ribonucleosides and subsequently effecting radical deoxygenation reactions at the carbon atoms to be deoxygenated.