170983-98-9Relevant articles and documents
Base pair recognition ability of 2-(methylamino)pyrimidin-4-yl nucleobase in parallel triplex dna
Hari, Yoshiyuki,Kashima, Satoshi,Matsuda, Yuya,Sakata, Akihiro,Takamine, Ryutaro,Ijitsu, Shin,Obika, Satoshi
, p. 432 - 441 (2015)
A phosphoramidite bearing a 2-(methylamino)pyrimidin-4-yl nucleobase was synthesized and the modified oligonucleotide (triplex-forming oligonucleotide, TFO) was successfully obtained using the phosphoramidite on an automated DNA synthesizer. UV-melting ex
Highly stereoselective synthesis of aryl/heteroaryl-: C -nucleosides via the merger of photoredox and nickel catalysis
Ma, Yingying,Liu, Shihui,Xi, Yifan,Li, Hongrui,Yang, Kai,Cheng, Zhihao,Wang, Wei,Zhang, Yongqiang
, p. 14657 - 14660 (2019/12/11)
A photoredox/nickel dual-catalyzed decarboxylative cross-coupling reaction of anomeric ribosyl/deoxyribosyl acids with aryl/heteroaryl bromides has been developed. The reaction proceeds smoothly under visible-light irradiation and features the using of cost-effective and easily handled catalysts and starting materials, which allows the highly stereoselective synthesis of diverse aryl/heteroaryl-C-nucleosides in moderate to high yields.
Stereoselective construction of 1β-azido- And 1β-cyano-2-deoxyribose derivatives
Fujioka, Hiromichi,Moriya, Takahiro,Okamoto, Kazuhisa,Minamitsuji, Yutaka,Ueyama, Yoshifumi,Matsumoto, Nao,Murai, Kenichi
, p. 1142 - 1157 (2015/05/19)
A new method has been developed for the β-selective introduction of azido and cyano groups at the anomeric position of 2-deoxyribose derivatives. This method proceeds via the formation of a collidinium salt intermediate and allows for the stereoselective construction of 1β-azido- and 1β-cyano-2-deoxy-D-ribose derivatives. 2-Deoxy-D-ribose compounds bearing an acetoxy or tert-butoxycarbonyloxy group at their anomeric position performed well as starting materials for the formation of the corresponding 1β-azide and 1β-cyanide derivatives, respectively. 1H NMR studies of the salt intermediates revealed that the nucleophilic substitution reaction of the salt intermediates proceeded in a SN2-fashion.
Synthesis of novel C-nucleosides with potential applications in combinatorial and parallel synthesis
Adlington, Robert M.,Baldwin, Jack E.,Pritchard, Gareth J.,Spencer, Keith C.
, p. 575 - 578 (2007/10/03)
Novel di-substituted pyrimidinyl C-nucleosides have been synthesised using a flexible synthetic methodology. This methodology conveniently allows the synthesis of alpha and beta nucleosides, both of which are of biological interest. Reactive acetylenic ke
Synthesis of novel Pyridine-, Pyrindine- and Isoquinoline-substituted α- and β-C-nucleosides of 2-deoxy-D-ribose
Seitz, Gunther,Lachmann, Jens
, p. 549 - 558 (2007/10/03)
The novel imido esters of 2-deoxy-α- and -β-D-ribose 8 and 9 have been synthesized and successfully transformed to the protected 1,2,4-triazine-C-nucleosides 11 and 12 using an inverse type Diels-Alder reaction with the 1,2,4,5-tetrazine 10. The electron deficient diazadiene system of both C-nucleosides 11 and 12 proved to be highly reactive in a consecutive [4 + 2] cycloaddition with inverse electron demand towards several electron rich dienophiles yielding after successful deprotection the novel pyridine-, pyrindine- and isoquinoline-C-nucleosides 15, 18 and 21 of 2-deoxy-α-D-ribose and 23, 25 and 27 of 2-deoxy-β-D-ribose.