29900-44-5

Upstream product

• 4212-49-1 5-ethyluracil 
• 4330-34-1 methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose 
• 78103-19-2 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-4-trimethylsilyloxy-5-ethyl-2,4(1H,3H)-pyrimidinedione 
• 31167-05-2 2,4-bis-trimethylsilyloxy-5-ethylpyrimidine 
• 29900-45-6 1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-ribofuranosyl)-5-ethyl-2,4(1H,3H)-pyrimidinedione 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 

Relevant academic research and scientific papers

Nucleoside Syntheses, XXII. Nucleoside Synthesis with Trimethylsilyl Triflate and Perchlorate as Catalysts

The novel Lewis acids (CH3)3SiOSO2CF3 (5), (CH3)3SiOSO2C4F9 (6), and (CH3)3SiClO4 (4) are highly selective and efficient Friedel-Crafts catalysts for nucleoside formation from silylated heterocycles and peracylated sugars as well as for rearrangements of persilylated protected nucleosides.With basic silylated heterocycles these new catalysts give much higher yields of the natural N-1-nucleosides than with SnCl4.

Nucleoside Syntheses, XXV. A New Simplified Nucleoside Synthesis

The several steps of the Friedel-Crafts catalyzed silyl-Hilbert-Johnson nucleoside synthesis - silylation of the heterocyclic base, silylation of the perfluorosulfonic acids or its salts (if SnCl4 is not used as catalyst) and finally the nucleoside synthesis itself - can be combined to a simple one-step/one-pot reaction which generally affords nucleosides in high yields.