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Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives
The synthesis of 25 acetylated glycopyranosylamine derivatives (15 of which are newly reported here) from substituted sugar derivatives and amines is described. Eleven different methods were employed in these syntheses. Of the compounds prepared, 15 are substituted glycosylindoline derivatives. The...
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| Format: | Thesis |
| Language: | English |
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Department of Chemistry
2016
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| _version_ | 1867613342337597440 |
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| access_status_str | Open Access |
| author | Magnin, Anthony Alan |
| author2 | Stephen, A M |
| author_browse | Magnin, Anthony Alan Stephen, A M |
| author_facet | Stephen, A M Magnin, Anthony Alan |
| author_sort | Magnin, Anthony Alan |
| collection | Thesis |
| description | The synthesis of 25 acetylated glycopyranosylamine derivatives (15 of which are newly reported here) from substituted sugar derivatives and amines is described. Eleven different methods were employed in these syntheses. Of the compounds prepared, 15 are substituted glycosylindoline derivatives. The stereospecific synthesis of 1-(2,3,4,6-tetra-0-acetyl-β-D-glucopyranosyl)indoline from 3,4,6-tri-0-acetyl-α-D-glucopyranose l,2-(ethyl orthoacetate) and indoline is reported for the first time. The dehydrogenation of 10 substituted glycopyranosylindoline derivatives to the corresponding glycopyranosylindole derivatives (of which 7 are newly reported) by two methods, is described. |
| format | Thesis |
| id | oai:open.uct.ac.za:11427/18114 |
| institution | University of Cape Town (South Africa) |
| language | eng |
| last_indexed | 2026-06-10T12:34:36.552Z |
| license_str | Not specified — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository |
| publishDate | 2016 |
| publishDateRange | 2016 |
| publishDateSort | 2016 |
| publisher | Department of Chemistry |
| publisherStr | Department of Chemistry |
| record_format | dspace |
| source_str | UCTD — University of Cape Town Open Access Repository |
| spelling | oai:open.uct.ac.za:11427/18114 Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives Magnin, Anthony Alan Stephen, A M Chemistry The synthesis of 25 acetylated glycopyranosylamine derivatives (15 of which are newly reported here) from substituted sugar derivatives and amines is described. Eleven different methods were employed in these syntheses. Of the compounds prepared, 15 are substituted glycosylindoline derivatives. The stereospecific synthesis of 1-(2,3,4,6-tetra-0-acetyl-β-D-glucopyranosyl)indoline from 3,4,6-tri-0-acetyl-α-D-glucopyranose l,2-(ethyl orthoacetate) and indoline is reported for the first time. The dehydrogenation of 10 substituted glycopyranosylindoline derivatives to the corresponding glycopyranosylindole derivatives (of which 7 are newly reported) by two methods, is described. 2016-03-21T19:25:05Z 2016-03-21T19:25:05Z 1970 Doctoral Thesis Doctoral PhD http://hdl.handle.net/11427/18114 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town |
| spellingShingle | Chemistry Magnin, Anthony Alan Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives |
| thesis_degree_str | Doctoral |
| title | Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives |
| title_full | Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives |
| title_fullStr | Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives |
| title_full_unstemmed | Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives |
| title_short | Syntheses related to the preparation of substituted glycosyl derivates of pyrrolo (3,2-f) quinolines : spectroscopic studies of acetylated glycosylamine derivatives |
| title_sort | syntheses related to the preparation of substituted glycosyl derivates of pyrrolo 3 2 f quinolines spectroscopic studies of acetylated glycosylamine derivatives |
| topic | Chemistry |
| url | http://hdl.handle.net/11427/18114 |
| work_keys_str_mv | AT magninanthonyalan synthesesrelatedtothepreparationofsubstitutedglycosylderivatesofpyrrolo32fquinolinesspectroscopicstudiesofacetylatedglycosylaminederivatives |