Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent

Tetra-O-benzoyl-β-D-galactofuranosyl isothiocyanate (1) was readily prepared (90% yield) from per-O-benzoyl-D-galactofuranose, via the glycosyl bromide. Reaction of 1 with alcohols, amines and amino acids afforded a variety of glycosylthiourethanes and glycosylthioureides. The isothiocyanate 1 showe...

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Autores principales: Marino, María Carla, Varela, Oscar José, Muchnik de Lederkremer, Rosa María
Publicado: 1997
Materias:
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v53_n47_p16009_Marino
http://hdl.handle.net/20.500.12110/paper_00404020_v53_n47_p16009_Marino
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id paper:paper_00404020_v53_n47_p16009_Marino
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spelling paper:paper_00404020_v53_n47_p16009_Marino2023-06-08T15:04:12Z Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent Marino, María Carla Varela, Oscar José Muchnik de Lederkremer, Rosa María isothiocyanic acid derivative tetra o benzoyl beta galactofuranosylisothiocyanate unclassified drug antifungal activity antimicrobial activity article drug conformation priority journal stereochemistry structure activity relation Tetra-O-benzoyl-β-D-galactofuranosyl isothiocyanate (1) was readily prepared (90% yield) from per-O-benzoyl-D-galactofuranose, via the glycosyl bromide. Reaction of 1 with alcohols, amines and amino acids afforded a variety of glycosylthiourethanes and glycosylthioureides. The isothiocyanate 1 showed to be useful as a chiral resolving agent. The resolution of recemic primary and secondary mines and aminoalcohols was readily accomplished, in analytical and preparative scale, by condensation of such compounds with 1. Fil:Marino, C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Varela, O. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:De Lederkremer, R.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1997 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v53_n47_p16009_Marino http://hdl.handle.net/20.500.12110/paper_00404020_v53_n47_p16009_Marino
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic isothiocyanic acid derivative
tetra o benzoyl beta galactofuranosylisothiocyanate
unclassified drug
antifungal activity
antimicrobial activity
article
drug conformation
priority journal
stereochemistry
structure activity relation
spellingShingle isothiocyanic acid derivative
tetra o benzoyl beta galactofuranosylisothiocyanate
unclassified drug
antifungal activity
antimicrobial activity
article
drug conformation
priority journal
stereochemistry
structure activity relation
Marino, María Carla
Varela, Oscar José
Muchnik de Lederkremer, Rosa María
Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent
topic_facet isothiocyanic acid derivative
tetra o benzoyl beta galactofuranosylisothiocyanate
unclassified drug
antifungal activity
antimicrobial activity
article
drug conformation
priority journal
stereochemistry
structure activity relation
description Tetra-O-benzoyl-β-D-galactofuranosyl isothiocyanate (1) was readily prepared (90% yield) from per-O-benzoyl-D-galactofuranose, via the glycosyl bromide. Reaction of 1 with alcohols, amines and amino acids afforded a variety of glycosylthiourethanes and glycosylthioureides. The isothiocyanate 1 showed to be useful as a chiral resolving agent. The resolution of recemic primary and secondary mines and aminoalcohols was readily accomplished, in analytical and preparative scale, by condensation of such compounds with 1.
author Marino, María Carla
Varela, Oscar José
Muchnik de Lederkremer, Rosa María
author_facet Marino, María Carla
Varela, Oscar José
Muchnik de Lederkremer, Rosa María
author_sort Marino, María Carla
title Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent
title_short Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent
title_full Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent
title_fullStr Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent
title_full_unstemmed Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent
title_sort reactions of per-o-benzoyl-β-d-galf isothiocyanate, a chiral resolving agent
publishDate 1997
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v53_n47_p16009_Marino
http://hdl.handle.net/20.500.12110/paper_00404020_v53_n47_p16009_Marino
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AT varelaoscarjose reactionsofperobenzoylbdgalfisothiocyanateachiralresolvingagent
AT muchnikdelederkremerrosamaria reactionsofperobenzoylbdgalfisothiocyanateachiralresolvingagent
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