199436-70-9

Upstream product

• 197955-43-4 4-[(2-Cyanoethyl)sulfanyl]-morpholine-3,5-dione 
• 85231-45-4 N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-adenosine 

Downstream Products

• 232600-03-2 4-Oxo-pentanoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-((2-cyano-ethylsulfanyl)-{(2R,3S,5R)-5-[6-(2,5-dichloro-phenoxy)-2-isobutyrylamino-purin-9-yl]-2-hydroxymethyl-tetrahydro-furan-3-yloxy}-phosphoryloxymethyl)-tetrahydro-furan-3-yl ester 
• 544710-53-4 4-Oxo-pentanoic acid (2R,3S,5R)-2-[{(2R,3S,5R)-2-acetoxymethyl-5-[6-(2,5-dichloro-phenoxy)-2-isobutyrylamino-purin-9-yl]-tetrahydro-furan-3-yloxy}-(2-cyano-ethylsulfanyl)-phosphoryloxymethyl]-5-(6-benzoylamino-purin-9-yl)-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

A new approach to oligonucleotide synthesis in solution

A new approach, based on the use of 3'-H-phosphonate building blocks, is described for the synthesis of oligonucleotides and their phosphorothioate analogues in solution.

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.