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...
Guardado en:
| Autores principales: | , , |
|---|---|
| Formato: | JOUR |
| Materias: | |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00086215_v240_nC_p79_Leicach |
| Aporte de: |
| id |
todo:paper_00086215_v240_nC_p79_Leicach |
|---|---|
| record_format |
dspace |
| spelling |
todo:paper_00086215_v240_nC_p79_Leicach2023-10-03T14:06:37Z 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, S.R. Cadenas, R.A. Sproviero, J.F. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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, S.R. Cadenas, R.A. Sproviero, J.F. 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. |
| format |
JOUR |
| author |
Leicach, S.R. Cadenas, R.A. Sproviero, J.F. |
| author_facet |
Leicach, S.R. Cadenas, R.A. Sproviero, J.F. |
| author_sort |
Leicach, S.R. |
| 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 |
| url |
http://hdl.handle.net/20.500.12110/paper_00086215_v240_nC_p79_Leicach |
| work_keys_str_mv |
AT leicachsr contributionoftheobenzoylgroupsoftetraobenzoylablarabinopyranosestotheformationof11bisbenzamido1deoxylarabinitol AT cadenasra contributionoftheobenzoylgroupsoftetraobenzoylablarabinopyranosestotheformationof11bisbenzamido1deoxylarabinitol AT sprovierojf contributionoftheobenzoylgroupsoftetraobenzoylablarabinopyranosestotheformationof11bisbenzamido1deoxylarabinitol |
| _version_ |
1807314704174940160 |