226949-13-9

Upstream product

• 192370-24-4 (Z)-5-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-enoic acid ethyl ester 

Downstream Products

• 226949-18-4 1-[3-(2-azido-ethyl)-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyl]-3-benzoyl-5-methyl-1H-pyrimidine-2,4-dione 
• 226949-20-8 3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid 
• 226949-19-5 1-[5-azido-3-(2-hydroxy-ethyl)-pent-2-enyl]-3-benzoyl-5-methyl-1H-pyrimidine-2,4-dione 
• 226949-15-1 [3-(2-azido-ethyl)-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyloxy]-tert-butyl-diphenyl-silane 

Relevant academic research and scientific papers

The synthesis of a thymine containing E-olefinic peptide nucleic acid (OPA) monomer

A monomeric unit of a conformationally constrained PNA analog, E- olefinic peptide nucleic acid (E-OPA) containing the base thymine was synthesized in 14 steps. The key step involved a palladium (0) catalyzed cross-coupling reaction utilizing a reformatsky reagent as nucleophile. A protecting group regime that is compatible with solid-phase PNA and DNA chemistries was chosen.