Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems
| ISSN: |
0008-6215
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|---|---|
| Keywords: |
Conformation ; Nomenclature ; Pyranoses ; X-ray structure
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| Source: |
Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
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| Topics: |
Chemistry and Pharmacology
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| Type of Medium: |
Electronic Resource
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| URL: |
| _version_ | 1798292403828817921 |
|---|---|
| autor | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. |
| autorsonst | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. |
| book_url | http://linkinghub.elsevier.com/retrieve/pii/0008-6215(94)00232-0 |
| datenlieferant | nat_lic_papers |
| fussnote | The title compound was isolated by several recrystallisations from a 1:1 mixture of diastereomers which was obtained in 75% yield from the reaction of 1,2:3,4-di-O- isopropylidene-α-d-galactopyranose with epichlorohydrin. The absolute configuration of this isomer (30% yield) was established by X-ray crystallography. The conformation of the pyranoid ring in this compound is compared to those in related situations. In all these cases the pyranoid ring adopts a heavily distorted conformation which is described on average as between the screw-boat ^OS"5 and the twist-boat (''skew''-boat) ^OT"2 with deviations in the direction of the boat B"2","5 in most cases. The puckering parameters for all such reported pyranoid rings were calculated or recalculated, and are given within expanded conventions of carbohydrate nomenclature. |
| hauptsatz | hsatz_simple |
| identnr | NLZ175523843 |
| issn | 0008-6215 |
| journal_name | Carbohydrate Research |
| materialart | 1 |
| package_name | Elsevier |
| publikationsort | Amsterdam |
| publisher | Elsevier |
| reference | 265 (1994), S. 237-248 |
| schlagwort | Conformation Nomenclature Pyranoses X-ray structure |
| search_space | articles |
| shingle_author_1 | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. |
| shingle_author_2 | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. |
| shingle_author_3 | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. |
| shingle_author_4 | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. |
| shingle_catch_all_1 | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems Conformation Nomenclature Pyranoses X-ray structure Conformation Nomenclature Pyranoses X-ray structure 0008-6215 00086215 Elsevier |
| shingle_catch_all_2 | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems Conformation Nomenclature Pyranoses X-ray structure Conformation Nomenclature Pyranoses X-ray structure 0008-6215 00086215 Elsevier |
| shingle_catch_all_3 | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems Conformation Nomenclature Pyranoses X-ray structure Conformation Nomenclature Pyranoses X-ray structure 0008-6215 00086215 Elsevier |
| shingle_catch_all_4 | Koll, P. Saak, W. Pohl, S. Steiner, B. Koos, M. Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems Conformation Nomenclature Pyranoses X-ray structure Conformation Nomenclature Pyranoses X-ray structure 0008-6215 00086215 Elsevier |
| shingle_title_1 | Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems |
| shingle_title_2 | Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems |
| shingle_title_3 | Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems |
| shingle_title_4 | Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems |
| sigel_instance_filter | dkfz geomar wilbert ipn albert fhp |
| source_archive | Elsevier Journal Backfiles on ScienceDirect 1907 - 2002 |
| timestamp | 2024-05-06T08:47:58.407Z |
| titel | Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems |
| titel_suche | Preparation and crystal and molecular structure of 6-O-[(2S)-2,3-epoxypropyl]-1, 2:3,4-di-O-isopropylidene-α-d-galactopyranose. Pyranoid ring conformation in 1,2:3,4-di-O-isopropylidene galactopyranose and related systems The title compound was isolated by several recrystallisations from a 1:1 mixture of diastereomers which was obtained in 75% yield from the reaction of 1,2:3,4-di-O- isopropylidene-α-d-galactopyranose with epichlorohydrin. The absolute configuration of this isomer (30% yield) was established by X-ray crystallography. The conformation of the pyranoid ring in this compound is compared to those in related situations. In all these cases the pyranoid ring adopts a heavily distorted conformation which is described on average as between the screw-boat ^OS"5 and the twist-boat (''skew''-boat) ^OT"2 with deviations in the direction of the boat B"2","5 in most cases. The puckering parameters for all such reported pyranoid rings were calculated or recalculated, and are given within expanded conventions of carbohydrate nomenclature. |
| topic | V |
| uid | nat_lic_papers_NLZ175523843 |