93134-37-3

Upstream product

• 50-89-5 thymidine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 123-76-2 levulinic acid 
• 40608-06-8 levulinic anhydride 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 

Downstream Products

• 142554-09-4 5'-O-(4,4'-dimethoxytrityl)-3'-O-(5'-O-diisopropylsilylthymidyl)thymidine 
• 1393343-43-5 C₆₄H₈₇N₆O₁₅PSi 
• 1393343-42-4 1-{N₃-[5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-thymidylyl]}-4-{N₃-[5'-O-(allyloxycarbonyl)-thymidylyl]}butane 
• 1393343-41-3 1-{N₃-[5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-thymidylyl]}-4-{N₃-[5'-O-(allyloxycarbonyl)-3'-O-(levulinoyl)-thymidylyl]}butane 
• 87007-52-1 C₄₂H₄₇N₄O₁₄P 
• 82739-92-2 N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-2'-deoxythymidine 
• 93134-53-3 C₄₆H₅₂N₇O₁₄P 
• 93134-45-3 C₄₇H₅₃N₄O₁₆P 
• 85532-80-5 C₄₈H₅₀N₅O₁₄P 
• 102147-72-8 C₅₈H₆₀N₄O₁₄Si 
• 102147-73-9 4-Oxo-pentanoic acid (2R,3S,5R)-2-{[(2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-diphenyl-silanyloxymethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 102147-74-0 C₃₂H₃₆N₄O₁₀Si 

Relevant academic research and scientific papers

METHOD FOR LIQUID-PHASE SYNTHESIS OF NUCLEIC ACID

In this method, an oligonucleotide is prepared by using, as a synthesis unit, a novel nucleoside monomer compound represented by formula (I) [wherein X, R1, Y, Base, Z, Ar, R2, R3 and n are each as defined in Claim 1]. The

Novel method of the synthesis and hybridization properties of an oligonucleotide containing non-ionic diisopropylsilyl internucleotide linkage

Efficient synthesis of a dithymidine dinucleotide analog bearing a diisopropylsilyl linkage instead of a phosphodiester linkage is described with respect to its incorporation into oligonucleotides. The diisopropylsilyl linkage was introduced into the oligonucleotide by preparation of the phosphoramidite derivative of a dithymidine dimer unit. The diisopropylsilyl-modified oligonucleotide exhibited hybridization behavior with both single strand and duplex DNA. The thermal stability of both the duplex and triplex showed a relative instability compared to the corresponding natural phosphodiester DNA, because of the steric hindrance of the isopropyl group on the silicon atom.

Preparation of N3-thymidine-butylene-N3-thymidine interstrand cross-linked DNA via an orthogonal deprotection strategy

A DNA duplex containing an N3-thymidine-butylene-N3-thymidine interstrand cross-link (ICL) was prepared using an on-column orthogonal deprotection strategy to permit different nucleotide sequence composition around the cross-linked site. The conditions us

Convergent solution phase synthesis of chimeric oligonucleotides by a 2+2 and 3+3 phosphoramidite strategy

A chimeric oligonucleotide tetramer and hexamer were synthesized by the phosphoramidite approach using a 2+2 and 3+3 strategy, respectively. The concept of convergent synthesis provides an efficient route toward the synthesis of longer chimeric oligonucle

Radiologic Agents for Monitoring Alzheimer's Disease Progression and Evaluating a Response to Therapy and Processes for the Preparation of Such Agents

Disclosed are certain cycloSalingenyl pyrimidine nucleoside monophosphates comprising positron emitters or gamma-emitting radiohalides, uses thereof for monitoring Alzheimer's disease progression and evaluating response to therapy and process for their preparation.

Biodegradable protections for nucleoside 5′-monophosphates: Comparative study on the removal of O-acetyl and O-acetyloxymethyl protected 3-hydroxy-2,2-bis(ethoxycarbonyl)propyl groups

(Chemical Equation Presented) The applicability of 3-acetyloxy-2,2- bis(ethoxycarbonyl)propyl and 3-acetyloxymethoxy-2,2-bis(ethoxycarbonyl) propyl groups as biodegradable phosphate protecting groups for nucleoside 5′-monophosphates has been studied in a HEPES buffer at pH 7.5. Enzymatic deacetylation with porcine carboxyesterase triggers the removal of the resulting 3-hydroxy-2,2-bis(ethoxycarbonyl)propyl and 3-hydroxymethoxy-2,2- bis(ethoxycarbonyl)propyl groups by retro-aldol condensation and consecutive half acetal hydrolysis and retro-aldol condensation, respectively. The kinetics of these multistep deprotection reactions have been followed by HPLC, using appropriately protected thymidine 5′-monophosphates as model compounds. The enzymatic deacetylation of the 3-acetyloxymethoxy-2,2-bis(ethoxycarbonyl) propyl 5′-triester (2) is 25-fold faster than the deacetylation of its 3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-protected counterpart 1, and the difference in the deacetylation rates of the resulting diesters, 12b and 12a, is even greater. With 2, conversion to thymidine 5′-monophosphate (5′-TMP) is quantitative, while conversion of 1 to 5′-TMP is accompanied by formation of thymidine. Consistent with the preceding observations, quantitative release of 5′-TMP from 2 has been shown to take place in a whole cell extract of human prostate cancer cells.

Simple and efficient solution-phase synthesis of oligonucleotides using extractive work-up

A solution-phase synthesis protocol amenable to scale-up was developed for the preparation of oligonucleotides employing phosphoramidite chemistry and DMTr/iBu/Bz-protected monomers. Isolation of intermediates was accomplished by means of extractions as the only purification tool. The potential of the method is demonstrated with the synthesis of a hexameric DNA fragment in high yield and purity.

2,2,5,5-Tetramethylpyrrolidin-3-one-1-sulfinyl group for 5′-hydroxyl protection of deoxyribonucleoside phosphoramidites in the solid-phase preparation of DNA oligonucleotides

Several nitrogen-sulfur reagents have been investigated as potential 5′-hydroxyl protecting groups for deoxyribonucleoside phosphoramidites to improve the synthesis of oligonucleotides on glass microarrays. Out of the nitrogen-sulfur-based protecting grou

Synthesis and properties of photolabile (Caged) phosphotriester derivatives of dinucleoside phosphates

Dinucleoside phosphates that harbor phosphate groups transiently blocked (caged) by o-nitrobenzyl or o-nitroveratryl residues were synthesized. It was shown that the conditions of the UV-induced deprotection largely depend on the nature of the protective

The H-phosphonate approach to the synthesis of oligonucleotides and their phosphorothioate analogues in solution

A new approach to the synthesis of oligonucleotides and oligonucleotide phosphorothioates in solution is described; it is based on H-phosphonate coupling [with bis(2-chlorophenyl) phosphorochloridate 22 as the coupling agent] at -40 deg C, followed by in situ sulfur transfer involving either 2-(4-chlorophenylsulfanyl)isoindole-1,3(2H)-dione 23a or 4-[(2-cyanoethyl)sulfanyl]morpholine-3,5-dione 26. The yields of the coupling and sulfur transfer reactions are virtually quantitative and, following unblocking by previously reported procedures, very pure products (d[ApC], d[TpGpApC], d[TpGp(s)ApC], d[Gp(s)A] and d[Cp(s)Tp(s)Gp(s)A]) are obtained.