76054-81-4

Basic information

• Product Name: 3'-O-(4,4'-DIMETHOXYTRITYL)-THYMIDINE
• Synonyms: 3'-O-(4,4'-DIMETHOXYTRITYL)-THYMIDINE
• CAS NO: 76054-81-4
• Molecular Formula: C₃₁H₃₂N₂O₇
• Molecular Weight: 544.59
• Mol File: 76054-81-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 54-55 °C
• Appearance: /
• Density: 1.34±0.1 g/cm3(Predicted)
• PKA: 9.55±0.10(Predicted)
• CAS DataBase Reference: 3'-O-(4,4'-DIMETHOXYTRITYL)-THYMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-O-(4,4'-DIMETHOXYTRITYL)-THYMIDINE(76054-81-4)
• EPA Substance Registry System: 3'-O-(4,4'-DIMETHOXYTRITYL)-THYMIDINE(76054-81-4)

Safety Data

• Hazardous Substances Data: 76054-81-4(Hazardous Substances Data)

Usage

Uses

3''-O-DMT-thymidine is a hairpin-like oligonucleotides forming G-quadruplexes, They are new aptamers with anti-HIV activity.

Upstream product

• 86610-76-6 3'-O-(4,4'-dimethoxytrityl)-5'-O-<4,4',4''-tris(benzoyloxy)trityl>thymidine 
• 157793-51-6 3'-O-(4,4'-dimethoxytrityl)thymidin-5'-yl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl ethyl phosphonate 
• 76054-82-5 5'-O-acetyl-3'-O-dimethoxytrityl-2'-deoxythymidine 
• 164267-52-1 5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine 
• 199792-87-5 3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]thymidine 
• 199792-94-4 3'-O-(4,4'-dimethoxytrityl)-5'-O-{[2-(4-nitrophenyl)ethoxy]carbonyl}thymidine 
• 180335-81-3 3'-O-(4,4'-dimethoxytrityl)-5'-O-(4-nitrobenzoyl)thymidine 
• 1034014-41-9 1-[4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 101527-40-6 5'-O-tert-butyldiphenylsilylthymidine 
• 50-89-5 thymidine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 123533-02-8 5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]thymidine 
• 112141-36-3 5'-O-[2-(4-nitrophenyl)ethoxycarbonyl]thymidine 
• 40733-28-6 5'-tert-butyldimethylsilyloxy-2'-deoxythymidine 

Downstream Products

• 137537-67-8 C₆₃H₆₅N₄O₁₄P 
• 76054-82-5 5'-O-acetyl-3'-O-dimethoxytrityl-2'-deoxythymidine 
• 170999-47-0 Di-imidazol-1-yl-phosphinic acid (2R,3S,5R)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 157793-51-6 3'-O-(4,4'-dimethoxytrityl)thymidin-5'-yl 5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl ethyl phosphonate 
• 90814-44-1 C₆₃H₆₅N₄O₁₅P 
• 153454-33-2 O-[5'-O-(4,4-dimethoxytrityl)thymidin-3-yl]-O-[3'-O-(4,4-dimethoxytrityl)thymidin-5'-yl]N,N-diisopropylphosphoramidite 
• 153413-67-3 C₆₈H₆₆N₅O₁₇P 
• 1053663-26-5 C₃₇H₃₇N₆O₇P 
• 115260-07-6 C₆₉H₆₇N₄O₁₆P 
• 171233-70-8 N⁶-Benzoyl-5'-O-DMTr-2'-deoxyadenosine (3'-5')-3'-O-DMTr-thymidine phosphorfluoridite 
• 174221-86-4 5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridine 
• 177980-15-3 C₆₇H₆₇N₆O₁₉P 
• 179178-38-2 3'-O-(4,4'-dimethoxytrityl)-5'-formylthymidine 
• 351341-22-5 5'-O-(dimethoxytrityl)thymidin-3'-yl 3'-O-(dimethoxytrityl)thymidin-5'-yl H-phosphonothioate 

Relevant articles and documents

4′-Epi-DNA: A DNA Mimic Containing 4′-hydroxymethyl-α-l-Xylo-Thymidine with Compact Backbone like RNA

Synthesis of C4′-epi-DNA containing 3′→ 5″ linkages is reported for the first time. Crystal structure study of the monomer indicated that though the dihedral angle O3′-C3′-C4′-C5″ in this case would be like in RNA, the sugar conformation would remain like that in DNA. The study of the effect of this backbone configuration in DNA with respect to its binding to cDNA and RNA is reported in this note.

A convenient protection for 4-oxopyrimidine moieties in nucleosides by the pivaloyl group

Application of the pivaloyl group as a protection for the N3 position of thymidine and uridine was investigated. Pivaloylation of thymidine is a very rapid reaction proceeding under mild conditions with excellent regioselectivity for sugar or thymine moiety, depending on the amines used. Several pivaloylated thymidine derivatives were obtained by treatment of unprotected thymidine with pivaloyl chloride under various experimental conditions. Stability of the N3-pivaloyl protecting group under basic and acidic conditions was evaluated and the conditions for its selective removal were found.

Nucleosidyl-O-methylphosphonates: A pool of monomers for modified oligonucleotides

An unique set of 5′-O- and 3′-O-phosphonomethyl derivatives of four natural 2′-deoxyribonucleosides, 1-(2-deoxy-β-D-threo- pentofuranosyl)thymine, 5′-O- and 2′-O-phosphonomethyl derivatives of 1-(3-deoxy-β-D-erythro-pentofuranosyl)thymine, and 1-(3-deoxy-β-D- threo-pentofuranosyl)thymine has been synthesized as a pool of monomers for the synthesis of modified oligonucleotides. The phosphonate moiety was protected with 4-methoxy-1-oxido-2-pyridylmethyl ester group, serving also as an intramolecular catalyst in the coupling step.