54925-71-2

Basic information

• Product Name: 2'-O-(tert-butyldiMethylsilyl)uridine
• Synonyms: 2'-O-(tert-butyldiMethylsilyl)uridine
• CAS NO: 54925-71-2
• Molecular Formula: C₁₅H₂₆N₂O₆Si
• Molecular Weight: 358.46224
• Mol File: 54925-71-2.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2'-O-(tert-butyldiMethylsilyl)uridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-O-(tert-butyldiMethylsilyl)uridine(54925-71-2)
• EPA Substance Registry System: 2'-O-(tert-butyldiMethylsilyl)uridine(54925-71-2)

Safety Data

• Hazardous Substances Data: 54925-71-2(Hazardous Substances Data)

Usage

General Description

2'-O-(tert-butyldiMethylsilyl)uridine is a chemical compound that is used in the synthesis of nucleoside analogs, which are important in drug development and molecular biology research. It is a modified form of uridine, a nucleoside that is a building block of RNA. The compound is used to protect the 2'-hydroxyl group of uridine during chemical reactions, preventing unwanted side reactions and allowing for precise manipulation of the molecule. This protection can be removed under specific reaction conditions, allowing for the conversion of 2'-O-(tert-butyldiMethylsilyl)uridine to its active form for further use in chemical synthesis processes. The chemical structure and properties of 2'-O-(tert-butyldiMethylsilyl)uridine make it an important tool in the development of new nucleoside analogs with potential therapeutic applications.

Upstream product

• 58-96-8 uridine 
• 97219-04-0 3',5'-O-(di-tert-butylsilanediyl)uridine 
• 212375-92-3 2’-O-(tert-butyldimethylsilyl)-3’-5’-O-(di-tert-butylsilylene)-uridine 
• 65109-15-1 2'-O-t-Butyldimethylsilyl-5'-O-monomethoxytrityl-N⁶-benzoyluridin 
• 117136-35-3 2'-O-(tert-butyldimethylsilyl)-5'-O-(triphenylmethyl)uridine 
• 81246-80-2 5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl uridine 
• 54925-66-5 2',5'-bis-O-(tert-butyldimethylsilyl)uridine 
• 69504-11-6 3'-O-(tert-butyldimethylsilyl)uridine 

Downstream Products

• 99680-13-4 C₅₆H₇₀ClN₄O₁₅PSi₂ 
• 58-96-8 uridine 
• 1309592-45-7 [5'-DMTr-2'TBDMS-rU]-[3'-p(OMe)-5']-[rU-2'TBDMS] 
• 1134195-48-4 5'-O-dimethoxytrityl-2'-O-t-butyldimethylsilyluridine-3'-O-chlorophenylphosphate-5'-O-2'-O-t-butyldimethylsilyluridine 
• 1134195-49-5 5'-O-dimethoxytrityl-N⁽⁴⁾-benzoyl-2'-O-(t-butyldimethylsilyl)cytidine-3'-O-(2-chlorophenylphosphate)-5'-O-2'-O-t-butyldimethylsilyburidine 
• 1134195-53-1 5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridin-3'-yl)phosphoryl)-2'-O-(tert-butyldimethylsilyl)uridine 
• 1134195-54-2 C₆₁H₇₇N₆O₁₆PSi₂ 
• 81246-80-2 5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl uridine 
• 112343-19-8 C₆₃H₇₅ClN₅O₁₅PSi₂ 
• 112343-21-2 C₆₁H₇₇ClN₇O₁₅PSi₂ 
• 112343-20-1 C₆₄H₇₅ClN₇O₁₄PSi₂ 

Relevant articles and documents

Synthesis of oligoribonucleotides.

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RNA synthesis via dimer and trimer phosphoramidite block coupling

The solid-phase synthesis of oligoribonucleotides using dimer and trimer phosphoramidite blocks is described. This method significantly reduces the total number of steps required in the synthesis of a target RNA sequence, provides more material, and simpl

Synthesis of 2'-O-substituted ribonucleosides.

An efficient synthesis of 2'-O-substituted ribonucleosides, including 2'-O-TBDMS and 2'-O-TOM protected as well as 2'-O-Me and 2'-O-allyl derivatives is presented. Di-t-butylsilylene group was employed for simultaneous protection of 3'- and 5'- hydroxyl functions of nucleoside on the first step. Subsequent silylation or alkylation of free 2'-OH followed by introduction of suitable protection on the base moiety and removal of cyclic silyl protection gave target compounds in a high yield.