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Synlett 2017; 28(07): 831-834
DOI: 10.1055/s-0036-1588937
DOI: 10.1055/s-0036-1588937
letter
Preparation of 2′-Alkylselenouridine Derivatives via a 2-(Trimethylsilyl)ethylselenation Approach
Further Information
Publication History
Received: 22 November 2016
Accepted after revision: 22 December 2016
Publication Date:
17 January 2017 (online)
![](https://www.thieme-connect.de/media/synlett/201707/lookinside/thumbnails/st-2016-u0784-l_10-1055_s-0036-1588937-1.jpg)
Abstract
2′-O-Methylation of nucleotides is well-known to increase siRNA stability against nuclease activities. Recently, selenium-containing biomolecules have been recognized as unique biological and medicinal agents for humans. In this study, 2′-alkylselenouridine derivatives were prepared through 2-(trimethylsilyl)ethylselenation at the C2′ position of 5′-DMT-2,2′-O-cyclouridine, followed by alkylation with various haloalkanes utilizing the characteristics of a Si atom. Overall, we demonstrated the versatility of a 2-(trimethylsilyl)ethylselenyl group for the synthesis of 2′-alkylselenouridines.
Key words
selenium-containing biomolecule - 2-(trimethylsilyl)ethylselenyl group - selenation - 2′-alkylselenouridine derivative - phosphoramidite monomerSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588937.
- Supporting Information
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References and Notes
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