121058-85-3

Usage

Uses

Used in Organic Chemistry Research:
2'-O-TBDMS-5'-O-DMT-N4-Ac cytidin is used as a protected nucleoside for facilitating selective chemical reactions, allowing researchers to modify the cytidine molecule in a controlled manner without affecting the protected sites.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 2'-O-TBDMS-5'-O-DMT-N4-Ac cytidin is used as a key intermediate in the synthesis of nucleoside analogs, which are essential for the development of new drugs targeting various diseases, including viral infections and cancer.
Used in Nucleic Acid Derivatives Synthesis:
2'-O-TBDMS-5'-O-DMT-N4-Ac cytidin is utilized as a building block in the synthesis of modified nucleic acid derivatives, which have potential applications in gene therapy, antisense technology, and the development of novel therapeutic agents.
Used in Biochemistry and Molecular Biology:
2'-O-TBDMS-5'-O-DMT-N4-Ac cytidin is also employed in biochemical and molecular biology research to study the structure, function, and interactions of nucleic acids, as well as to develop new tools for genetic manipulation and analysis.

Upstream product

• 121058-82-0 N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)cytidine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 123956-65-0 N-{1-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 401812-97-3 N-{1-[3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide 
• 97219-09-5 3',5'-O-(Di-tert-butylsilanediyl)adenosine 
• 212375-93-4 3’,5’-O-bis(t-butylsilyl)-2’-O-(t-butyldimethylsilyl)adenosine 
• 401812-96-2 N-{1-[2,2-di-tert-butyl-7-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide 
• 58-61-7 adenosine 
• 126628-28-2 3',5'-O-(Di-tert-butylsilanediyl)cytidine 
• 65-46-3 CYTIDINE 
• 438582-96-8 2'-O-(tert-butyldimethylsilyl)-3',5'-O-(di-tert-butylsilylene)cytidine 
• 121058-88-6 (2R,3R,4R,5R)-5-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)met hoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)tetrahydrofuran-3-yl(2-cyanoethyl)diisopropylphosphoramidite 
• 3768-18-1 N-acetylcytidine 

Downstream Products

• 121058-88-6 (2R,3R,4R,5R)-5-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)met hoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)tetrahydrofuran-3-yl(2-cyanoethyl)diisopropylphosphoramidite 
• 1115247-38-5 C₄₉H₅₉N₄O₉PSi 
• 1115247-41-0 C₄₉H₅₉N₄O₉PSi 
• 1246254-59-0 C₄₅H₅₁N₃O₉SSi 
• 1374755-66-4 C₅₁H₆₃N₄O₉PS₂Si 

Relevant academic research and scientific papers

An efficient preparation of protected ribonucleosides for phosphoramidite RNA synthesis

An efficient synthesis of protected ribonucleosides useful for phosphoramidite RNA synthesis is described. Di-t-butylsilylene group was employed for simultaneous protection of 3′- and 5′-hydroxyl functions of nucleoside. Subsequent silylation of free 2′-O

SUBSTITUTED NUCLEOSIDE AND NUCLEOTIDE ANALOGS

Disclosed herein are nucleotide analogs with protected phosphates, methods of synthesizing nucleotide analogs with protected phosphates and methods of treating diseases and/or conditions such as viral infections, cancer, and/or parasitic diseases with the nucleotide analogs with protected phosphates.

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.

Methods for synthesizing nucleosides, nucleoside derivatives and non-nucleoside derivatives

The present invention provides methods for the chemical synthesis of nucleosides and derivatives thereof, including 2′-amino, 2′-N-phthaloyl, 2′-O-methyl, 2′-O-silyl, 2′OH nucleosides, C-nucleosides, nucleoside phosphoramidites, C-nucleoside phosphoramidites, and non-nucleoside derivatives.

Methods for synthesizing nucleosides, nucleoside derivatives and non-nucleoside derivatives

The present invention provides methods for the chemical synthesis of nucleosides and derivatives thereof, including 2′-amino, 2′-N-phthaloyl, 2′-O-methyl, 2′-O-silyl, 2′-O-triisopropylsilyloxymethyl, 2′-OH nucleosides, C-nucleosides, nucleoside phosphoramidites, C-nucleoside phosphoramidites, and non-nucleoside derivatives.

Nucleoside recovery in DNA and RNA synthesis

Nucleoside phosphoramidites and H-phosphonate diesters can be converted to nucleosides under mild conditions and in high yields by reaction with polyhydroxy alcohols.

The synthesis of allyl- and allyloxycarbonyl-protected RNA phosphoramidites. Useful reagents for solid-phase synthesis of RNAs with base-labile modifications

The synthesis of allyl- and allyloxycarbonyl (AOC)-protected RNA phosphoramidites is reported. The use of allyl and AOC groups allows the chemistry of solid-phase RNA synthesis to be expanded to include base-labile modified nucleosides, such as acetylcytidine. The allyl- and AOC-protective chemistry can be further expanded for the construction of RNAs on solid supports and affinity columns.

Methylamine Deprotection Provides Increased Yield of Oligoribonucleotides

Use of methylamine or methylamine/ammonium hydroxide as a cleavage and deprotection reagent for the solid phase synthesis of oligoribonucleotides has significantly increased the yield of the full length oligoribonucleotides as compared to the use of conventional ammonium hydroxide/ethanol.

THE USE OF LABILE BASE PROTECTING GROUPS IN OLIGORIBONUCLEOTIDE SYNTHESIS

The use of phenoxyacetyl group for the protection of the exocyclic amino function of purine bases and acetyl group for cytosine in oligonucleotide synthesis by the cyanoethylphosphoramidite approach is described.A side reaction - i.e. partial replacement of phenoxyacetyl group of protected guanines by acetyl group - was observed during the capping step.It can be avoided by the use of phenoxyacetic anhydride in place of acetic anhydride.