72409-40-6

Upstream product

• 72429-32-4 N-benzoyl-2',3',5'-tris-O-tert-butyldimethylsilylcytidine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 72409-15-5 N⁴-benzoyl-5'-O-(4-monomethoxytrityl)cytidine 
• 65-46-3 CYTIDINE 
• 13089-48-0 N₄-benzoylcytidine 
• 93-97-0 benzoic acid anhydride 
• 72409-32-6 N⁴-Benzoyl-2',3'-bis-O-(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)cytidin 
• 81246-77-7 5'-O-(dimethoxytrityl)-2',3'-O-bis(tert-butyldimetylsilyl)-N⁴-benzoylcytidine 

Downstream Products

• 115383-35-2 N⁴-benzoyl-2',3'-bis-O-(tert-butyldimethylsilyl)cytidine 5'-O-(β-cyanoethyl N,N-diisopropylphosphoramidite) 

Relevant academic research and scientific papers

A Practical Method for Regioselective 5′-O-tert-Butyldimethylsilyl Deprotection of Persilylated Nucleosides by Methanolic Phosphomolybdic Acid

In nucleoside/nucleotide chemistry, the regioselective cleavage of 5′-O-TBS groups of persilylated nucleosides is a desired approach for structural functionalization at the 5′-position. However, efficient and practical methods for this purpose are still limited. In our research, we found that homogeneous methanolic phosphomolybdic acid (PMA) efficiently catalyzes the regioselective deprotection of 5′- O -TBS groups of a diversity of persilylated nucleoside substrates and can be applied in practical synthesis at scales of up to 15 g. 31 P NMR results indicated that an anion cluster forms and the Lewis acidity of homogeneous PMA is organic-solvent dependent. The efficacy and pronounced regioselectivity of methanolic PMA occurs as a result of a lowering of the Lewis acid strength upon solvation of the molybdophosphate anions.

Aqueous trichloroacetic acid: Another useful reagent for highly selective 5′-desilylation of multisilylated nucleosides

Highly selective 5′-desilylation of multisilylated nucleosides can be achieved in excellent yield by treatment with 4.2 M aqueous trichloroacetic acid:THF (1:4) at 0°C.

Facile and highly selective 5′-desilylation of multisilylated nucleosides

The facile and highly selective 5′-desilylation of multisilylated nucleosides was discussed. The selective 5′-desilylation using aqueous acetic acid can be improved if THF is added as a co-solvent. It was found that the use of THF increases the solubility

Synthesis of 4-(1,2,4-Triazol-1-yl)pyrimidin-2(1H)-one Ribonucleotide and Its Application in Synthesis of Oligoribonucleotides

5'-O-(Dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridine (21) was converted to 4-(1,2,4-triazol-1-yl)-1-pyrimidin-2(1H)-one (20)

Nucleosides, XXXVII. - Synthesis and Properties of 2'-O- and 3'-O-(tert-Butyldimethylsilyl)-5'-O-(4-methoxytrityl)- and 2',3'-Bis(O-tert-butyldimethylsilyl)ribonucleosides - Starting Materials for Oligoribonucleotide Syntheses

The synthesis of aminoacylated 5'-O-(4-methoxytrityl)ribonucleosides of adenosine (1), guanosine (9), cytidine (31), uridine (17), and 5,6-dihydrouridine (23) have been optimized and these compounds (4, 12, 33, 18 and 24) silylated by tert-butyldimethylsilyl chloride.The corresponding 2'- and 3'-mono-O- as well as 2',3'-bis-O-(tert-butyldimethylsilyl) derivatives have been isolated by combination of chromatographical methods and fractional crystallization procedures in preparative scale.The characterization of the newly synthesized compounds was achieved by UV and 13C-NMR spectra.