An efficient synthesis of a C(12)-higher sugar aminoalditol

The C(12)-aminoalditol H(2)NCH(2)–(CHOBn)(10)–CH(2)OH was prepared from two simple monosaccharide building blocks. The synthesis was realized by a regioselective introduction of the azide group and subsequent protection–deprotection transformations. The chemical reactivity of the aminoalditol was te...

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Autores principales: Szyszka, Łukasz, Osuch-Kwiatkowska, Anna, Potopnyk, Mykhaylo A, Jarosz, Sławomir
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5669227/
https://www.ncbi.nlm.nih.gov/pubmed/29114320
http://dx.doi.org/10.3762/bjoc.13.213
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author Szyszka, Łukasz
Osuch-Kwiatkowska, Anna
Potopnyk, Mykhaylo A
Jarosz, Sławomir
author_facet Szyszka, Łukasz
Osuch-Kwiatkowska, Anna
Potopnyk, Mykhaylo A
Jarosz, Sławomir
author_sort Szyszka, Łukasz
collection PubMed
description The C(12)-aminoalditol H(2)NCH(2)–(CHOBn)(10)–CH(2)OH was prepared from two simple monosaccharide building blocks. The synthesis was realized by a regioselective introduction of the azide group and subsequent protection–deprotection transformations. The chemical reactivity of the aminoalditol was tested in the reductive amination reaction with a selectively protected sucrose monoaldehyde.
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spelling pubmed-56692272017-11-07 An efficient synthesis of a C(12)-higher sugar aminoalditol Szyszka, Łukasz Osuch-Kwiatkowska, Anna Potopnyk, Mykhaylo A Jarosz, Sławomir Beilstein J Org Chem Full Research Paper The C(12)-aminoalditol H(2)NCH(2)–(CHOBn)(10)–CH(2)OH was prepared from two simple monosaccharide building blocks. The synthesis was realized by a regioselective introduction of the azide group and subsequent protection–deprotection transformations. The chemical reactivity of the aminoalditol was tested in the reductive amination reaction with a selectively protected sucrose monoaldehyde. Beilstein-Institut 2017-10-16 /pmc/articles/PMC5669227/ /pubmed/29114320 http://dx.doi.org/10.3762/bjoc.13.213 Text en Copyright © 2017, Szyszka et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Szyszka, Łukasz
Osuch-Kwiatkowska, Anna
Potopnyk, Mykhaylo A
Jarosz, Sławomir
An efficient synthesis of a C(12)-higher sugar aminoalditol
title An efficient synthesis of a C(12)-higher sugar aminoalditol
title_full An efficient synthesis of a C(12)-higher sugar aminoalditol
title_fullStr An efficient synthesis of a C(12)-higher sugar aminoalditol
title_full_unstemmed An efficient synthesis of a C(12)-higher sugar aminoalditol
title_short An efficient synthesis of a C(12)-higher sugar aminoalditol
title_sort efficient synthesis of a c(12)-higher sugar aminoalditol
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5669227/
https://www.ncbi.nlm.nih.gov/pubmed/29114320
http://dx.doi.org/10.3762/bjoc.13.213
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