166758-13-0

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 50-89-5 thymidine 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 40733-28-6 5'-tert-butyldimethylsilyloxy-2'-deoxythymidine 

Downstream Products

• 158813-60-6 N⁴-Benzoyl-5'-O-(tert-butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine 
• 166758-14-1 N⁴-Benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine 
• 166758-15-2 5'-O-Phthalimido-N⁴-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine 
• 1072452-74-4 N⁽³⁾-(2-trimethylsilyl)ethoxymethyl-5'-O-tert-butyldimethylsilyl-3'-O-tert-butyldiphenylsilylthymidine 
• 289711-56-4 C₁₀H₁₄N₂O₄CSiC₁₆H₁₆C₁₀H₁₄N₂O₅PO₂CH₃SiC₆H₁₄ 
• 50-89-5 thymidine 
• 130948-46-8 (2R,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(tert-butyl-diphenyl-silanyloxy)-2,3-dihydro-furan 
• 158813-59-3 5'-O-(tert-Butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)-4-(1,2,4-triazolyl)thymidine 
• 83467-48-5 1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 

Relevant academic research and scientific papers

A novel palladium-catalysed coupling strategy for the rapid synthesis of nucleic acid analogues bearing modified backbones

The synthesis of a 5'-deoxy-5'-methylidene phosphonate-containing thymidine dimer 14 has been achieved using a palladium-catalysed cross coupling reaction as a key step. The E-vinyl bromide 9 was synthesised from the corresponding 1,1-dibro-moolefin 7 via

Synthesis and properties of DNA containing a spore photoproduct analog

The spore photoproduct is a unique photolesion, formed in spores upon irradiation with UV light; to investigate the properties of spore photoproduct containing DNA we have synthesized 5S and 5R lesion analogs and incorporated them into DNA. The Royal Soci

Commercially available 5'-DMT phosphoramidites as reagents for the synthesis of vinylphosphonate-linked oligonucleic acids.

[reaction: see text]. Commercially available cyanoethyl phosphoramidites derived from T, d(C), d(A), and d(G) were hydrolyzed (1H-tetrazole, MeCN/H2O) to give the corresponding H-phosphonates in excellent yields. Palladium(0)-catalyzed cross-coupling of e

Facile preparation of protected furanoid glycals from thymidine

The synthesis of O-silyl- and O-acyl-protected furanose glycals from free thymidine was investigated. The method of glycal formation reported by Pedersen et al. was successfully expanded to include 5-ester (toluoyl) protected glycals as well as various combinations of 5'-ester and 3- and 5- tert-butyldimethylsilyl and tert-butyldiphenylsilyl protection. Gram quantities of furanoid glycals can be prepared in a few days in two-four steps in overall yields ranging from 17 to 80%.

Synthesis of 5'-O-amino-2'-deoxypyrimidine and purine nucleosides: Building-blocks for antisense oligonucleosides

An efficient synthesis of 5'-O-amino-2'-deoxy analogs of uridine 1, thymidine 2, cytidine 3, 5-methylcyitidine 3a, adenosine 4, and guanosine 5 was accomplished. The key step of 5'-O-N-bond formation in 2'-deoxynucleosides 1-5 was achieved via a Mitsunobu reaction in excellent yields. The 5'-O-amino nucleosides 1-5 are useful building-blocks for the synthesis of nucleoside dimers linked by a methylene(methylimino) (MMI) bridge. MMI is a novel phosphate surrogate for antisense oligonucleosides.

Synthesis and some conformational features of the 5'-deoxy-5'-methylphosphonate linked dimer, 5'-deoxy-5'-C-(phosphonomethyl)thymidin-3'-yl (thymidin-5'-yl)methylphosphonate [p(CH2)Tp(CH2)T]

Efficient synthesis of the 5'-deoxy-5'-methylphosphonate linked thymidine dimer 11 [p(CH2)Tp(CH2)T] was developed via the 5'-deoxy-5'-C-(phosphonomethyl)-3'-silylated thymidine derivative 4 as a key intermediate. Conformational analy