4829-64-5

Usage

InChI:InChI=1/C19H26N5O11P/c1-9-6-24(19(29)22-17(9)27)15-4-10(26)13(34-15)8-32-36(30,31)35-11-5-16(33-12(11)7-25)23-3-2-14(20)21-18(23)28/h2-3,6,10-13,15-16,25-26H,4-5,7-8H2,1H3,(H,30,31)(H2,20,21,28)(H,22,27,29)/t10-,11-,12+,13+,15+,16-/m0/s1

Upstream product

• 140613-57-6 5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3'-O-[(2-cyanoethyl)-N,N-diisopropylphosphoramidite] 
• 81312-43-8 5'-O-monomethoxytrityl-N-benzoyldeoxycytidine 3'-p-chlorophenyl phosphate 
• 80817-50-1 Phosphoric acid benzotriazol-1-yl ester (2R,3S,5R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-[4-(4-methoxy-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester 
• 80817-48-7 N-{1-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-4-methoxy-benzamide 
• 17331-53-2 3'-O-benzoylthymidine 
• 102213-03-6 Diisopropyl-phosphoramidous acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester 
• 21090-30-2 3'-O-acetylthymidine 
• 115584-68-4 Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 80817-60-3 C₅₃H₅₉ClN₅O₁₄PSi 

Relevant academic research and scientific papers

Synthesis and physicochemical studies of partially phosphate-methylated oligodeoxyribonucleotides

Partially phosphate-methylated oligodeoxyribonucleotides have been synthesized on an oxalyl-CPG derivatized support using an isopropoxyacetyl group for the protection of the exocyclic amine of the nucleic bases. Hybridization properties with the target sequence have been studied by absorption spectroscopy.

O-selective condensation using P-N bond cleavage in RNA synthesis without base protection

(Chemical Equation Presented) In RNA synthesis without base protection, a new method for O-selective condensation with more than 99% selectivity was developed by 6-nitro-HOBt-mediated cleavage of undesired P(III)-N bonds on nucleobase moieties. Moreover, we for the first time succeeded in synthesizing oligoRNAs without base protection.

A novel approach to oligonucleotide synthesis using an imidazolium ion tag as a soluble support

(Chemical Equation Presented) The synthesis of oligonucleotides in solution using a soluble, ionic liquid based support is described. Short oligomers of varying base composition were synthesized using this method in high yields and high purity, requiring

O-selectivity and utility of phosphorylation mediated by phosphite triester intermediates in the N-unprotected phosphoramidite method

Previously, O-selective phosphorylation on polymer supports in the N-unprotected phosphoramidite method could not be carried out because the amino groups of dA and dC have high reactivity toward tervalent phosphorus(III)-type phosphitylating reagents. In

A new strategy for the synthesis of oligodeoxynucleotides directed towards perfect O-selective internucleotidic bond formation without base protection

Deoxyadenosine and deoxycytidine have nucleophilic amino groups so that the undesired N-phosphitylation of these amino groups occurred in the previous phosphoramidite methods without base protection. We report that the N-phosphitylation could be considerably suppressed in our new HOBt-mediated coupling strategy via phosphite intermediates as reactive species. Thus, 99.7-99.9% O-selective internucleotidic bond formation was achieved.

Synthesis and nuclease stability of dinucleotides containing an anti conformationally constrained acyclic thymidine

Novel heterodimers containing an anti conformationally constrained acyclic thymidine were prepared and the nuclease resistance of the modified dinucleotides were studied.

N-pent-4-enoyl nucleosides: Application in the synthesis of support-bound and free oligonucleotide analogs by the H-phosphonate approach

N-pent-4-enoyl nucleoside H-phosphonates are versatile building blocks for the synthesis of support-bound and free oligonucleotide analogs.

SYNTHESIS OF OLIGONUCTEOTIDES CONTAINING 3'-TERMINAL NUCLEOTIDES WITH INVERTED CONFIGURATIONS OF THE SUGAR RESIDUES

To study the substrate specificity of T4 DNA ligase a series of short DNA duplexes each of which contains in the ligation site a nucleoside with a modified sugar residue is proposed.The synthesis has been performed on previously undescribed mixed dinucleo

A NEW APPROACH TO THE SYNTHESIS OF PHOSPHOTRIESTER INTERMEDIATES OF NUCLEOSIDES AND NUCLEIC ACIDS

Aryl phosphorodichloridates can be converted by means of 1-hydroxybenzotriazole into an effective phosphorylating agent, which can be applied to the synthesis of phosphotriester intermediates of nucleic acids.