57064-86-5

Upstream product

• 130867-57-1 5’-O-dimethoxytrityl-3’-O-methoxyacetylthymidine 
• 40615-39-2 5'-O-(4-4'-dimethoxytrityl)thymidine 

Downstream Products

• 98120-37-7 C₄₅H₅₁N₄O₁₅P 
• 133510-51-7 C₄₅H₅₀N₄O₁₄ 
• 114388-18-0 dithymidyl(3',5')phosphoromorpholidite 
• 100663-71-6 C₄₉H₅₁ClN₅O₁₅P 
• 100649-06-7 C₅₀H₅₁ClN₇O₁₄P 
• 100649-07-8 C₇₁H₆₉ClN₇O₁₇P 
• 98151-02-1 C₅₀H₅₂ClN₄O₁₅P 
• 150931-26-3 Benzoic acid (2R,3S,5R)-3-[(2R,3S,5R)-3-(2-methoxy-acetoxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 150931-30-9 Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-[(2R,3S,5R)-3-(2-methoxy-acetoxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-tetrahydro-furan-2-ylmethyl ester 
• 98151-05-4 C₄₅H₅₁N₄O₁₆P 
• 94936-23-9 C₅₀H₅₂ClN₄O₁₆P 
• 85231-43-2 C₅₄H₅₁ClN₇O₁₃P 
• 98182-79-7 C₅₄H₅₇ClN₇O₁₆P 
• 98120-31-1 C₅₇H₅₅ClN₇O₁₅P 

Relevant academic research and scientific papers

LINKER COMPOUNDS

Linker compounds, methods of making them, and methods of using them as linking agents for oligonucleotides and other chemical and biological substances are described. Embodiments of linker compounds are configured or selected to exhibit higher stability t

CHEMICALLY MODIFIED NUCLEOSIDE 5'-TRIPHOSPHATES FOR THERMALLY INITIATED AMPLIFICATION OF NUCLEIC ACID

Provided herein are methods and compositions for nucleic acid amplification. These methods involve the use of 3'-substituted nucleoside 5'-triphosphates or 3'-substituted terminated primers in nucleic acid amplification reactions. In certain aspects, the methods are accomplished by use of 3'-substituted NTPs and/or 3'-substituted terminated primers which provide utility in nucleic acid amplification. In preferred embodiments, the NTPs and/or primers are substituted at the 3'-position with particular heat labile chemical groups such as ethers, esters or carbonate esters.

An alternative route to the preparation of (3' → 5') methylene acetal linked di- and trinucleosides

Reaction of deoxynucleoside 3'-O-(methylthiomethyl) acetals 1 with N-iodosuccinimide (NlS) and dibutyl phosphate furnished the corresponding 3'-O-(dibutoxyphosphoryloxy)methyl acetals 6. Condensation of the latter with appropriately protected deoxynucleoside acceptors 3, in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf), afforded in most cases the (3' → 5') methylene acetal linked d(B(1Λ) B2) dimers 4. In addition, TMSOTf-promoted coupling of donor 6 (B1 = C(Bz)) with 3'-O-(methylthiomethyl)thymidine (8) yielded dimer 9. Reaction of 9 with NIS and dibutyl phosphate gave dimer 10, which was applied successfully in the TMSOTf-assisted fusion with acceptors 3 (B2 = C(Bz) and A(Bz)), to afford the corresponding trimers d(C(Λ)T(Λ)C) 11 and d(C(Λ)T(Λ)A) 12.

An efficient approach to the synthesis of thymidine derivatives containing phosphate-isosteric methylene acetal linkages

Iodonium ion promoted condensation of properly protected 3′-O-methylthiomethyl or 3′-O-(4-penten-1-oxymethyl)-thymidine with 3′-O-methoxyacetyl-thymidine, was explored. A judicious choice of the iodoinium source and protecting groups led to an efficient preparation of thymidine dimers having internucleosidic-3′5′)-methylene bonds. The latter procedure was utilized towards the synthesis, in solution and on a solid support, of DNA-fragments containing one or more T-CII2-T dimers. Further, 5′-O-methylthiomethyl-3′-O-methoxyacetyl-N 3-benzoyl-thymidine proved to be a suitable donor for the introduction of 5′-O-methylene acetal-linkage s between 2,3,4,6-tetra-Obenzyl-D-glucose, benzyl N-benzyloxycarbonyl-L-serine and dibenzyl phosphate.