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

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.

Bibliographic Details
Main Authors: Qiang Yu, Per Carlsen
Format: Article
Language:English
Published: MDPI AG 2008-12-01
Series:Molecules
Subjects:
Sugar analog
Nucleoside analogs
Homo-N-Nucleoside
1
4-Dioxane
Hetero-cycles
Online Access:http://www.mdpi.com/1420-3049/13/12/2962/
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spelling doaj-5a98a7a231834fc7af3d06f50eb973482020-11-24T21:07:24ZengMDPI AGMolecules1420-30492008-12-0113122962297410.3390/molecules13122962Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar AnalogQiang YuPer CarlsenA 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.http://www.mdpi.com/1420-3049/13/12/2962/Sugar analogNucleoside analogsHomo-N-Nucleoside14-DioxaneHetero-cycles
collection DOAJ
language English
format Article
sources DOAJ
author Qiang Yu
Per Carlsen
spellingShingle Qiang Yu
Per Carlsen
Enantioselective Synthesis of Homo-N-Nucleosides Containing a 1,4-Dioxane Sugar Analog
Molecules
Sugar analog
Nucleoside analogs
Homo-N-Nucleoside
1
4-Dioxane
Hetero-cycles
author_facet Qiang Yu
Per Carlsen
author_sort Qiang Yu
title 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_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_sort enantioselective synthesis of homo-n-nucleosides containing a 1,4-dioxane sugar analog
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2008-12-01
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.
topic Sugar analog
Nucleoside analogs
Homo-N-Nucleoside
1
4-Dioxane
Hetero-cycles
url http://www.mdpi.com/1420-3049/13/12/2962/
work_keys_str_mv AT qiangyu enantioselectivesynthesisofhomonnucleosidescontaininga14dioxanesugaranalog
AT percarlsen enantioselectivesynthesisofhomonnucleosidescontaininga14dioxanesugaranalog
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