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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1997
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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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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 |
work_keys_str_mv |
AT marinomariacarla reactionsofperobenzoylbdgalfisothiocyanateachiralresolvingagent AT varelaoscarjose reactionsofperobenzoylbdgalfisothiocyanateachiralresolvingagent AT muchnikdelederkremerrosamaria reactionsofperobenzoylbdgalfisothiocyanateachiralresolvingagent |
_version_ |
1768542496703381504 |