Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog

A dioxane homo-sugar analog, (2S,5S)-and (2R,5S)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-iodomethyl-1,4-dioxane was prepared from (2R,3R)-dimethyl tartrate, and further elaborated into the corresponding homo-N-nucleoside analogs by its reactions with uracil and adenine, respectively.

Detalles Bibliográficos
Autores principales: Yu, Qiang, Carlsen, Per
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2008
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245387/
https://www.ncbi.nlm.nih.gov/pubmed/19052521
http://dx.doi.org/10.3390/molecules13122962
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author Yu, Qiang
Carlsen, Per
author_facet Yu, Qiang
Carlsen, Per
author_sort Yu, Qiang
collection PubMed
description A dioxane homo-sugar analog, (2S,5S)-and (2R,5S)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-iodomethyl-1,4-dioxane was prepared from (2R,3R)-dimethyl tartrate, and further elaborated into the corresponding homo-N-nucleoside analogs by its reactions with uracil and adenine, respectively.
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spelling pubmed-62453872018-11-26 Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog Yu, Qiang Carlsen, Per Molecules Article A dioxane homo-sugar analog, (2S,5S)-and (2R,5S)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-iodomethyl-1,4-dioxane was prepared from (2R,3R)-dimethyl tartrate, and further elaborated into the corresponding homo-N-nucleoside analogs by its reactions with uracil and adenine, respectively. MDPI 2008-12-03 /pmc/articles/PMC6245387/ /pubmed/19052521 http://dx.doi.org/10.3390/molecules13122962 Text en © 2008 by the authors. Licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Yu, Qiang
Carlsen, Per
Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog
title Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog
title_full Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog
title_fullStr Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog
title_full_unstemmed Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog
title_short Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog
title_sort enantioselective synthesis of homo-n-nucleosides containing a 1,4-dioxane sugar analog
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245387/
https://www.ncbi.nlm.nih.gov/pubmed/19052521
http://dx.doi.org/10.3390/molecules13122962
work_keys_str_mv AT yuqiang enantioselectivesynthesisofhomonnucleosidescontaininga14dioxanesugaranalog
AT carlsenper enantioselectivesynthesisofhomonnucleosidescontaininga14dioxanesugaranalog

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