182966-92-3

Upstream product

• 21090-30-2 3'-O-acetylthymidine 
• 158852-07-4 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-O-(2-diphenylmethylsilylethyl N,N-diisopropyl phosphoramidite) 
• 289698-26-6 C₁₅H₁₇Cl₂OPSi 
• 155398-45-1 (2-diphenylmethylsilylethoxy)bis(N,N-diisopropylamino)phosphine 
• 40438-48-0 diphenylmethylsilylethylethanol 

Downstream Products

• 160946-75-8 C₃₇H₄₅N₄O₁₂PSSi 
• 219692-88-3 C₃₅H₄₃N₄O₁₁PSSi 
• 359434-49-4 C₅₆H₆₁N₄O₁₃PSSi 

Relevant academic research and scientific papers

Sulfurization efficiency in the solution phase synthesis of deoxyribonucleoside phosphorothioates - Comparison of sulfur triethylamine with various sulfurizing agents

Efficient solution-phase synthesis of nucleoside phosphorothioates utilizing phosphoramidite approach is described. Elemental sulfur in combination with triethylamine is the preferred choice for sulfurization of phosphite triester to phosphorothioates.

Synthesis and deprotection of β-silylethyl protected O,O,O-and O,O,S-trialkylphosphorothioates

Functionalized 2-(diphenylmethylsilyl)ethyl protected thymidyl-thymidine phosphorothioate dimers are easily accessible and stable under conditions used in oligophosphorothioate synthesis. Deprotection with ammonium hydroxide occurs through β-fragmentation. Methylamine and tetrabutyl-ammonium fluoride rapidly and selectively remove the DPSE protecting group of O,O,O-and O,O,S-trialkylphosphorothioates.

Phosphorothioate: β-Fragmentierung gegen β-Silicium-Effekt

Keywords: Antisense-Oligonucleotide, Nachbargruppeneffekte, Nucleotide, Phosphorverbindungen, Umlagerungen