69304-38-7

Usage

Uses

Used in Biological Research:
3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine is used as a building block for the synthesis of modified RNA molecules for the purpose of studying their function and behavior in various biological processes.
Used in Drug Development:
In the pharmaceutical industry, 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine is used as a component in the development of RNA-based therapeutics. The chemical modification can potentially improve the properties of such therapeutics, including antisense oligonucleotides and RNA interference, by enhancing their stability and effectiveness in treating diseases.

Upstream product

• 119694-66-5 4-O-<(2,4,6-triisopropylphenyl)sulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 18043-71-5 1,1,3,3-tetraisopropyldisiloxane 
• 58-96-8 uridine 

Downstream Products

• 119694-64-3 N³-benzyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 86988-35-4 3-benzoyl-1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4(1H,3H)-dione 
• 151507-67-4 N³,O^2'-dibenzoyl-3',5'-O-TIPDS-uridine 
• 165589-89-9 5',3'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(phenylaminecarbothioate)uridine 
• 108782-95-2 N³-(4-methylbenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 98889-55-5 N³-<(2-nitrophenyl)sulfenyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 119694-61-0 N³-o-toluyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 132278-67-2 3-(4-methoxyphenylmethyl)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridine 
• 76700-78-2 3',5'-O-(tetraisopropyl-disiloxane-1,3-diyl)-2'-O-phenoxythiocarbonyl-uridine 
• 90813-91-5 1-((2R,3R,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-3-[(4-methoxy-phenyl)-diphenyl-methyl]-1H-pyrimidine-2,4-dione 
• 119694-66-5 4-O-<(2,4,6-triisopropylphenyl)sulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 108782-94-1 4-{(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-2-[2-oxo-4-(2,4,6-trimethyl-phenoxy)-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yloxy}-4-methoxy-heptanedioic acid dimethyl ester 
• 83167-61-7 Phenoxy-acetic acid (2R,3R,3aR,9aR)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester 
• 117901-68-5 N³-[(triphenylmethyl)sulfenyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 

Relevant academic research and scientific papers

The PdCl2/R3SiH system for the silylation of nucleosides

Convenient syntheses of TIPDS-Cl2 and TBDMS-Br from the corresponding hydrides were obtained by using catalytic PdCl2 and CCl4 or CH2Br2, respectively. These systems can be successfully applied in tandem procedures for improved silylation of nucleosides.

General Method for the Preparation of N3- and O4-Substituted Uridine Derivatives by Phase-Transfer Reactions

A general method for regioselective introduction of a variety of protecting groups into the uracil residue of 1 has been developed by use of the phase-transfer reaction.Under such conditions, acyl groups such as benzoyl, p-toluyl, p-anisoyl, (2,2,2-trichl

NUCLEIC ACID RELATED COMPOUNDS. 42. A GENERAL PROCEDURE FOR THE EFFICIENT DEOXYGENATION OF SECONDARY ALCOHOLS. REGIOSPECIFIC AND STEREOSELECTIVE CONVERSION OF RIBONUCLEOSIDES TO 2 prime -DEOXYNUCLEOSIDES.

Treatment of unhindered secondary alcohols with phenoxythiocarbonyl chloride (phenyl chlorothionocarbonate) in pyridine/dichloromethane, or in acetonitrile with 4-dimethylaminopyridine catalysis for hindered alcohols, gave clean conversion to their O-phenoxythiocarbonyl derivatives. Reductive deoxygenation of these phenyl thionocarbonate esters proceeded smoothly, using tri-n-butyltin hydride and a free radical initiator in warm toluene. Overall conversion yields ranged from 57 to 78% for the naturally occurring nucleosides, nucleoside antibiotics, and methyl beta -D-ribofuranoside.