Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol
Several 1,2,3,4-tetra-O-benzoyl-l-arabinopyranoses selectively labeled with C6H5[14C]CO groups at different positions were synthesized. Their reactions with methanolic ammonia afforded a labeled 1,1-bis(benzamido)-1-deoxy-l-arabinitol (18). The contribution of each benzoyl group to the formation of...
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1993
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v240_nC_p79_Leicach http://hdl.handle.net/20.500.12110/paper_00086215_v240_nC_p79_Leicach |
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paper:paper_00086215_v240_nC_p79_Leicach2023-06-08T14:32:28Z Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol Leicach, Silvia Rosa Cadenas, Raúl Alberto Sproviero, Jorge Félix Ammonia Aromatic compounds Molecular structure Synthesis (chemical) Ammonolysis Benzoyl groups effects Bisbenzamidodeoxyarabinitol Pentose perbenzoates Peracetylated aldoses Tetrabenzoylarabinopyranose Carbohydrates carbon 14 polyol article isotope labeling reaction analysis synthesis Several 1,2,3,4-tetra-O-benzoyl-l-arabinopyranoses selectively labeled with C6H5[14C]CO groups at different positions were synthesized. Their reactions with methanolic ammonia afforded a labeled 1,1-bis(benzamido)-1-deoxy-l-arabinitol (18). The contribution of each benzoyl group to the formation of the two benzamido linkages in 18 was ascertained by activity measurements. C6H5CO-2 made the smallest contribution to the formation of 18, whereas those at O-3 and O-4 made the greatest contribution. C6H5CO-1 did not contribute to the migration reaction. © 1993. Fil:Leicach, S.R. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cadenas, R.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Sproviero, J.F. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1993 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v240_nC_p79_Leicach http://hdl.handle.net/20.500.12110/paper_00086215_v240_nC_p79_Leicach |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Ammonia Aromatic compounds Molecular structure Synthesis (chemical) Ammonolysis Benzoyl groups effects Bisbenzamidodeoxyarabinitol Pentose perbenzoates Peracetylated aldoses Tetrabenzoylarabinopyranose Carbohydrates carbon 14 polyol article isotope labeling reaction analysis synthesis |
| spellingShingle |
Ammonia Aromatic compounds Molecular structure Synthesis (chemical) Ammonolysis Benzoyl groups effects Bisbenzamidodeoxyarabinitol Pentose perbenzoates Peracetylated aldoses Tetrabenzoylarabinopyranose Carbohydrates carbon 14 polyol article isotope labeling reaction analysis synthesis Leicach, Silvia Rosa Cadenas, Raúl Alberto Sproviero, Jorge Félix Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol |
| topic_facet |
Ammonia Aromatic compounds Molecular structure Synthesis (chemical) Ammonolysis Benzoyl groups effects Bisbenzamidodeoxyarabinitol Pentose perbenzoates Peracetylated aldoses Tetrabenzoylarabinopyranose Carbohydrates carbon 14 polyol article isotope labeling reaction analysis synthesis |
| description |
Several 1,2,3,4-tetra-O-benzoyl-l-arabinopyranoses selectively labeled with C6H5[14C]CO groups at different positions were synthesized. Their reactions with methanolic ammonia afforded a labeled 1,1-bis(benzamido)-1-deoxy-l-arabinitol (18). The contribution of each benzoyl group to the formation of the two benzamido linkages in 18 was ascertained by activity measurements. C6H5CO-2 made the smallest contribution to the formation of 18, whereas those at O-3 and O-4 made the greatest contribution. C6H5CO-1 did not contribute to the migration reaction. © 1993. |
| author |
Leicach, Silvia Rosa Cadenas, Raúl Alberto Sproviero, Jorge Félix |
| author_facet |
Leicach, Silvia Rosa Cadenas, Raúl Alberto Sproviero, Jorge Félix |
| author_sort |
Leicach, Silvia Rosa |
| title |
Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol |
| title_short |
Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol |
| title_full |
Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol |
| title_fullStr |
Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol |
| title_full_unstemmed |
Contribution of the O-benzoyl groups of tetra-O-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol |
| title_sort |
contribution of the o-benzoyl groups of tetra-o-benzoyl-α,β-l-arabinopyranoses to the formation of 1,1-bis(benzamido)-1-deoxy-l-arabinitol |
| publishDate |
1993 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v240_nC_p79_Leicach http://hdl.handle.net/20.500.12110/paper_00086215_v240_nC_p79_Leicach |
| work_keys_str_mv |
AT leicachsilviarosa contributionoftheobenzoylgroupsoftetraobenzoylablarabinopyranosestotheformationof11bisbenzamido1deoxylarabinitol AT cadenasraulalberto contributionoftheobenzoylgroupsoftetraobenzoylablarabinopyranosestotheformationof11bisbenzamido1deoxylarabinitol AT sprovierojorgefelix contributionoftheobenzoylgroupsoftetraobenzoylablarabinopyranosestotheformationof11bisbenzamido1deoxylarabinitol |
| _version_ |
1768541638698729472 |