A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium

The title compound was synthesized in four steps from D-glucono-1,5-lactone, Reduction of 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexono-l,5-lactone (1) with disiamylborane afforded 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexopyranose (2) which, on debenzoylation, gave 3-deoxy-D-arabino-hexose (3).Tauto...

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Autor principal: Muchnik de Lederkremer, Rosa María
Publicado: 1984
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07328303_v3_n2_p219_duMortier
http://hdl.handle.net/20.500.12110/paper_07328303_v3_n2_p219_duMortier
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
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spelling paper:paper_07328303_v3_n2_p219_duMortier2023-06-08T15:43:59Z A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium Muchnik de Lederkremer, Rosa María The title compound was synthesized in four steps from D-glucono-1,5-lactone, Reduction of 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexono-l,5-lactone (1) with disiamylborane afforded 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexopyranose (2) which, on debenzoylation, gave 3-deoxy-D-arabino-hexose (3).Tautomeric equilibrium of 3 was studied by lH and 13C NMR spectroscopy. © 1984, Taylor & Francis Group, LLC. All rights reserved. Fil:de Lederkremer, R.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1984 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07328303_v3_n2_p219_duMortier http://hdl.handle.net/20.500.12110/paper_07328303_v3_n2_p219_duMortier
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description The title compound was synthesized in four steps from D-glucono-1,5-lactone, Reduction of 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexono-l,5-lactone (1) with disiamylborane afforded 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexopyranose (2) which, on debenzoylation, gave 3-deoxy-D-arabino-hexose (3).Tautomeric equilibrium of 3 was studied by lH and 13C NMR spectroscopy. © 1984, Taylor & Francis Group, LLC. All rights reserved.
author Muchnik de Lederkremer, Rosa María
spellingShingle Muchnik de Lederkremer, Rosa María
A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
author_facet Muchnik de Lederkremer, Rosa María
author_sort Muchnik de Lederkremer, Rosa María
title A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_short A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_full A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_fullStr A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_full_unstemmed A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_sort new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
publishDate 1984
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07328303_v3_n2_p219_duMortier
http://hdl.handle.net/20.500.12110/paper_07328303_v3_n2_p219_duMortier
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AT muchnikdelederkremerrosamaria newsynthesisof3deoxydarabinohexoseanditstautomericequilibrium
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