40733-28-6

Usage

Uses

Used in Pharmaceutical Industry:
5'-O-TERT-BUTYLDIMETHYLSILYL-THYMIDINE is used as a pharmaceutical intermediate for the development of antiviral medications. It is particularly effective against herpes virus and other DNA viruses that infect cells from various species.
Used in Antiviral Applications:
5'-O-TERT-BUTYLDIMETHYLSILYL-THYMIDINE is employed as an antiviral agent in the treatment of herpes zoster and other viral infections. Its activation to a diphosphate allows it to interfere with the viral replication process, thereby inhibiting the spread of the virus within the host cells.
Used in Research and Development:
5'-O-TERT-BUTYLDIMETHYLSILYL-THYMIDINE is also utilized in research and development for the study of viral mechanisms and the development of new antiviral therapies. Its unique properties make it a valuable tool for understanding the interactions between viruses and their hosts, as well as for designing novel treatments to combat viral infections.

InChI:InChI=1/C16H28N2O5Si/c1-10-8-18(15(21)17-14(10)20)13-7-11(19)12(23-13)9-22-24(5,6)16(2,3)4/h8,11-13,19H,7,9H2,1-6H3,(H,17,20,21)/t11-,12-,13+/m1/s1

Upstream product

• 40733-26-4 3',5'-O-di(tert-butyldimethylsilyl)thymidine 
• 236754-86-2 C₁₀H₁₄N₂O₅SiC₆H₁₄PO₂CH₃ 
• 236754-84-0 (E)-6'-bromo-(5'-deoxy-5'-methylidene)-3'-O-(tert-bytuldiphenylsilyl)thymidine 

Downstream Products

• 786690-74-2 3'-O-(1-benzylbenzimidazol-2-yl)-5'-O-(tert-butyldimethylsilyl)thymidine 
• 6979-97-1 3',5'-diacetylthymidine 
• 114071-88-4 C₃₉H₅₈N₅O₁₂PSi 
• 114071-86-2 C₃₅H₄₆F₃N₄O₁₃PSi 
• 116872-78-7 5'-O-t-butyldimethylsilylthymidine 3'-O(S-benzyl)methylphosphonothioate 
• 235744-89-5 5'-O-(tert-butyldimethylsilyl)-(N₃-benzoyl)thymidine 
• 79847-97-5 thymidine 3'-(2,2,2-trichloroethyl 4-morpholinylphosphonate) 5'-(2,4-dichlorophenyl 4-morpholinylphosphonate) 
• 79847-98-6 thymidine 3'-diphosphate 5'-(2,4-dichlorophenyl 4-morpholinylphosphonate) 
• 79848-00-3 C₂₄H₃₂Cl₂N₄O₁₁P₂ 

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.

An improved procedure for the synthesis of vinylphosphonate-linked nucleic acids

The synthesis of a range of 5'-deoxy-5'-methylidene phosphonate- containing thymidine dimers has been achieved using a palladium-catalysed cross coupling reaction as a key step. The optimised reaction conditions comprising of palladium acetate, 1,1'-bis(diphenylphosphino)ferrocene and propylene oxide in THF were found to couple a range of H-phosphonates and vinyl bromide 3 in fair to excellent yield. (C) 2000 Elsevier Science Ltd.