(4R)-Ethyl 4-(4-chlorophenyl)-2-hydroxy-5-oxo-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylate
The title compound, C21H17ClO6, is optically pure and adopts an R configuration. It was obtained by an organocatalytic asymmetric Michael addition of 4-hydroxycoumarin with (E)-ethyl 4-(4-chlorophenyl)-2-oxobut-3-enoate. The structure consists of a tetrahydropyran unit fused to the coumarin ring rin...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2010-01-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536809051976 |
| _version_ | 1818775488019038208 |
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| author | Yifeng Wang Wei Zhang Xiangsheng Xu Guangcun Zhang |
| author_facet | Yifeng Wang Wei Zhang Xiangsheng Xu Guangcun Zhang |
| author_sort | Yifeng Wang |
| collection | DOAJ |
| description | The title compound, C21H17ClO6, is optically pure and adopts an R configuration. It was obtained by an organocatalytic asymmetric Michael addition of 4-hydroxycoumarin with (E)-ethyl 4-(4-chlorophenyl)-2-oxobut-3-enoate. The structure consists of a tetrahydropyran unit fused to the coumarin ring ring system. The hydroxyl and phenyl groups are on the same side of the tetrahydropyrane ring. The benzene ring is almost perpendicular to the coumarin ring [dihedral angle of 72.89 (3)°]. In the crystal structure, intermolecular O—H...O hydrogen bonds are observed. An intramolecular O—H...O contact also occurs. |
| first_indexed | 2024-12-18T10:57:50Z |
| format | Article |
| id | doaj.art-2c0801226ac846d6b8acb794bbf07248 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-18T10:57:50Z |
| publishDate | 2010-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-2c0801226ac846d6b8acb794bbf072482022-12-21T21:10:17ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682010-01-01661o217o21710.1107/S1600536809051976(4R)-Ethyl 4-(4-chlorophenyl)-2-hydroxy-5-oxo-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylateYifeng WangWei ZhangXiangsheng XuGuangcun ZhangThe title compound, C21H17ClO6, is optically pure and adopts an R configuration. It was obtained by an organocatalytic asymmetric Michael addition of 4-hydroxycoumarin with (E)-ethyl 4-(4-chlorophenyl)-2-oxobut-3-enoate. The structure consists of a tetrahydropyran unit fused to the coumarin ring ring system. The hydroxyl and phenyl groups are on the same side of the tetrahydropyrane ring. The benzene ring is almost perpendicular to the coumarin ring [dihedral angle of 72.89 (3)°]. In the crystal structure, intermolecular O—H...O hydrogen bonds are observed. An intramolecular O—H...O contact also occurs.http://scripts.iucr.org/cgi-bin/paper?S1600536809051976 |
| spellingShingle | Yifeng Wang Wei Zhang Xiangsheng Xu Guangcun Zhang (4R)-Ethyl 4-(4-chlorophenyl)-2-hydroxy-5-oxo-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylate Acta Crystallographica Section E |
| title | (4R)-Ethyl 4-(4-chlorophenyl)-2-hydroxy-5-oxo-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylate |
| title_full | (4R)-Ethyl 4-(4-chlorophenyl)-2-hydroxy-5-oxo-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylate |
| title_fullStr | (4R)-Ethyl 4-(4-chlorophenyl)-2-hydroxy-5-oxo-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylate |
| title_full_unstemmed | (4R)-Ethyl 4-(4-chlorophenyl)-2-hydroxy-5-oxo-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylate |
| title_short | (4R)-Ethyl 4-(4-chlorophenyl)-2-hydroxy-5-oxo-2,3,4,5-tetrahydropyrano[3,2-c]chromene-2-carboxylate |
| title_sort | 4r ethyl 4 4 chlorophenyl 2 hydroxy 5 oxo 2 3 4 5 tetrahydropyrano 3 2 c chromene 2 carboxylate |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536809051976 |
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