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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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00404020_v53_n47_p16009_Marino |
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todo:paper_00404020_v53_n47_p16009_Marino2023-10-03T14:50:38Z Reactions of per-O-benzoyl-β-D-galf isothiocyanate, a chiral resolving agent Marino, C. Varela, O. De Lederkremer, R.M. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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, C. Varela, O. De Lederkremer, R.M. 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. |
| format |
JOUR |
| author |
Marino, C. Varela, O. De Lederkremer, R.M. |
| author_facet |
Marino, C. Varela, O. De Lederkremer, R.M. |
| author_sort |
Marino, C. |
| 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 |
| url |
http://hdl.handle.net/20.500.12110/paper_00404020_v53_n47_p16009_Marino |
| work_keys_str_mv |
AT marinoc reactionsofperobenzoylbdgalfisothiocyanateachiralresolvingagent AT varelao reactionsofperobenzoylbdgalfisothiocyanateachiralresolvingagent AT delederkremerrm reactionsofperobenzoylbdgalfisothiocyanateachiralresolvingagent |
| _version_ |
1807315008463306752 |