246538-35-2

Upstream product

• 246538-17-0 3'-C-carbobenzyloxyamino-3'-deoxythymidine 
• 246538-34-1 [(2S,3S,5R)-2-Formyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid benzyl ester 
• 52450-18-7 3'-amino-3'-deoxythymidine 
• 30516-87-1 3'-azido-2',3'-deoxythymidine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 246538-18-1 3'-C-carbobenzyloxyamino-3'-deoxy-5'(R,S)-C-ethoxycarbonylmethylthymidine 

Downstream Products

• 246538-21-6 Methanesulfonic acid (R)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-[(2S,3S,5R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-propyl ester 
• 246538-22-7 Toluene-4-sulfonic acid (R)-3-[(2S,3S,5R)-3-benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propyl ester 
• 246538-20-5 [(2S,3S,5R)-2-{(R)-1-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-3-hydroxy-propyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 246538-39-6 1-[(2R,3aS,7S,7aS)-7-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-(2,2,2-trifluoro-acetyl)-octahydro-furo[3,2-b]pyridin-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 276679-06-2 C₅₂H₆₅N₆O₁₃PSi 
• 315665-53-3 C₄₆H₅₁N₆O₁₃P 
• 276679-07-3 C₅₀H₆₁N₅O₁₂Si 
• 315665-56-6 7-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-hexahydro-furo[3,2-b]pyridine-4-carboxylic acid 3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 246538-23-8 3'-C-amino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3-N,5'(R)-C-ethylenethymidine 
• 246538-19-2 3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(R)-C-hydroxyethylthymidine 
• 246538-32-9 3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine 

Relevant academic research and scientific papers

Conformationally locked nucleosides. Synthesis of oligodeoxynucleotides containing 3'-amino-3'-deoxy-3'-N,5'(R)-C-ethylenethymidine

3'-Amino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-N,5'(R)-C-ethylenethymidine (6) was synthesized starting from 3'-azido-3'-deoxythymidine. Condensation of 6 with 5'-O-(H-phosphonyl)thymidine and 5'-O-(p-nitrophenoxycarbonyl)thymidine derivatives gave dinucleotide and dinucleoside derivatives, respectively, which were incorporated into oligodeoxynucleotides (ODNs). Tm data of the modified ODNs are also presented.

Conformationally locked nucleosides. Synthesis and stereochemical assignments of 3'-N,5'-C-bridged 3'-amino-3'-deoxythymidines

3'-Amino-3'-deoxythymidine was converted, in multi-steps, to its 5'-O- (4,4'-dimethoxytrityl)-5'-C-tosyloxyethyl-3'-N-carbobenzoxy derivative 7 and 5'-C-mesyloxyethyl-3'-N-(9-fluorenyl)methoxycarbonyl derivatives 6 and 11. Subsequent hydrogenolysis or treatment with DMAP afforded 3'-N,5'-C-bridged bicyclic thymidines. Stereochemical assignments were accomplished with the help of NOE.