Synthesis of 7’‐Substituted 2’‐ O ‐4’‐ C ‐Ethylene Bridged Nucleic Acid (ENA)‐Thymidine Monomers
Abstract: Derivatives of 2’‐O‐4’‐C‐Ethylene‐bridged Nucleic Acid (ENA) monomer, a nucleoside used in the preparation of antisense modified oligonucleotides and featuring an alkyl group in position 7’, are stereoselectively produced in nine steps from commercially available 3‐O‐benzyl‐4‐(hydroxymethyl)‐1,2‐O‐isopropylidene‐alpha‐D‐ribofuranose. The synthesis relies on a sequence of reactions involving a Tebbe olefination, a key ring‐closing metathesis, and an enol ether reduction.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Synthesis of 7’‐Substituted 2’‐ O ‐4’‐ C ‐Ethylene Bridged Nucleic Acid (ENA)‐Thymidine Monomers ; day:01 ; month:12 ; year:2023 ; extent:7
European journal of organic chemistry ; (01.12.2023) (gesamt 7)
- Creator
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Sunchu, Prabhakar
Gaurrand, Sandrine
Lambert, Émilie
Guillemont, Jérôme
Beigelman, Leonid
Brioche, Julien
Piettre, Serge R.
- DOI
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10.1002/ejoc.202300946
- URN
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urn:nbn:de:101:1-2023120115543787417259
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:35 AM CEST
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Associated
- Sunchu, Prabhakar
- Gaurrand, Sandrine
- Lambert, Émilie
- Guillemont, Jérôme
- Beigelman, Leonid
- Brioche, Julien
- Piettre, Serge R.
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