139434-68-7

Usage

Uses

Used in Organic Chemistry:
N-Benzoyl-2'-O-[(methylthio)methyl]-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]cytidine is used as a novel compound for exploring its chemical properties and reactivity in organic synthesis processes.
Used in Drug Discovery:
In the pharmaceutical industry, N-Benzoyl-2'-O-[(methylthio)methyl]-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]cytidine is used as a potential lead molecule for the development of new drugs, given its unique structure and the possibility of exhibiting biological activities beneficial for therapeutic purposes.

Upstream product

• 67-68-5 dimethyl sulfoxide 
• 69304-43-4 1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N⁴-benzoylcytosine 
• 79154-57-7 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-N₆-benzoyladenosine 
• 13089-48-0 N₄-benzoylcytidine 
• 4546-55-8 N-benzoyladenosine 
• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 

Downstream Products

• 139434-72-3 N⁴-benzoyl-2'-O-methylthiomethylcytidine 
• 929896-79-7 C₃₆H₅₀N₄O₁₀Si₂ 
• 929896-82-2 N⁴-benzoyl-2'-O-[[(4-nitrobenzyl)oxy]methyl]cytidine 
• 929896-86-6 C₄₅H₄₂N₄O₁₁ 
• 929896-90-2 C₅₄H₅₉N₆O₁₂P 
• 931386-09-3 N⁴-benzoyl-2'-O-(tert-butyldithiomethyl)cytidine 
• 329032-90-8 2'-O-azidomethyl-N⁴-benzoylcytidine 
• 329032-86-2 2'-O-azidomethyl-N⁴-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine 

Relevant academic research and scientific papers

General method for the synthesis of 2′-O-carboranyl-nucleosides

The carboranyl cage is a new modifying entity for nucleosides, DNA oligonucleotides, and other biomolecules. Herein, the first reliable method for the synthesis of nucleosides modified with a carborane cluster at the 2′-position is described.

Syntheses of prodrug-type 2′-O-methyldithiomethyl oligonucleotides modified at natural four nucleoside residues and their conversions into natural 2′-hydroxy oligonucleotides under reducing condition

We previously reported that reducing-environment-responsive prodrug-type small interfering RNA (siRNA) bearing 2′-O-methyldithiomethyl (2′-O-MDTM) uridine exhibits efficient knockdown activity and nuclease resistance. In this report, we describe the prepa

An azidomethyl protective group in the synthesis of oligoribonucleotides by the phosphotriester method

A rapid and effective method of an automatic oligoribonucleotide synthesis alternative to the phosphoramidite one was developed. This method is based on the phosphotriester approach to internucleotide bond formation under intramolecular O-nucleophilic cat

Synthesis of RNA by the rapid phosphotriester method using azido-based 2'-O-protecting groups

The azidomethyl and 2-(azidomethyl)benzoyl as 2'-OH protecting groups are reported for preparation of oligoribonucleotides by the phosphotriester solid-phase method using O-nucleophilic intramolecular catalysis. The procedures for the synthesis of the corresponding monomer synthons were developed and the usefulness of the application of 2'-O-azidomethyl and 2'-O-2-(azidomethyl) benzoyl groups was examined in the synthesis of different RNA fragments with a chain length of 15-22 nucleotides. The azidomethyl group was found to be more preferable for effective synthesis of oligoribonucleotides. Hybridization properties of RNAs toward their complementary oligonucleotides were examined before and after the removal of 2'-O-azidomethyl groups.

The 4-(N-dichloroacetyl-N-methylamino)benzyloxymethyl group for 2′-hydroxyl protection of ribonucleosides in the solid-phase synthesis of oligoribonucleotides

(Chemical Equation Presented) Emerging RNA-based technologies for controlling gene expression have triggered a high demand for synthetic oligoribonucleotides and have motivated the development of ribonucleoside phosphoramidites that would exhibit coupling

Assessment of 4-nitrogenated benzyloxymethyl groups for 2′-Hydroxyl protection in solid-phase RNA synthesis

The search for a 2′-OH protecting group that would impart ribonucleoside phosphoramidites with coupling kinetics and coupling efficiencies comparable to those of deoxyribonucleoside phosphoramidites led to an assessment of 2′-0-(4-nitrogenated benzyloxy)m

Synthesis of RNA using 2′-O-DTM protection

tert-Butyldithiomethyl (DTM), a novel hydroxyl protecting group, cleavable under reductive conditions, was developed and applied for the protection of 2′-OH during solid-phase RNA synthesis. This function is compatible with all standard protecting groups used in oligonucleotide synthesis, and allows for fast and high-yield synthesis of RNA. Oligonucleotides containing the 2′-O-DTM groups can be easily deprotected under the mildest possible aqueous and homogeneous conditions. The preserved 5′-O-DMTr function can be used for high-throughput cartridge RNA purification. Copyright

The S,X-acetals in nucleoside chemistry. I. The synthesis of 2′- and 5′-O-methylthiomethylribonucleosides

Ribonucleoside 2′- and 5′-O-methylthiomethyl derivatives were synthesized from selectively protected nucleosides by the action of a dimethyl sulfoxide-acetic anhydride-acetic acid mixture.