ABSOLUTE CONFIGURATION OF 18-ACETOXY-CIS-CLERODA-3,13E-DIEN-15-OIC ACID
ABSTRACT In this paper we report the absolute configuration which has been determined from the refinement of the Flack parameter, x = 0.05(5), which indicate that the correct configuration had been assigned against 1353 (99%) CuKα Bijvoet pairs. On this basis the absolute configuration was...
Guardado en:
| Autores principales: | , , , , |
|---|---|
| Lenguaje: | English |
| Publicado: |
Sociedad Chilena de Química
2018
|
| Acceso en línea: | http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000304086 |
| Etiquetas: |
Agregar Etiqueta
Sin Etiquetas, Sea el primero en etiquetar este registro!
|
| id |
oai:scielo:S0717-97072018000304086 |
|---|---|
| record_format |
dspace |
| spelling |
oai:scielo:S0717-970720180003040862018-10-03ABSOLUTE CONFIGURATION OF 18-ACETOXY-CIS-CLERODA-3,13E-DIEN-15-OIC ACIDBrito,IvánBórquez,JorgeRobledo,DiegoSimirgiotis,Mario J.Cárdenas,AlejandroABSTRACT In this paper we report the absolute configuration which has been determined from the refinement of the Flack parameter, x = 0.05(5), which indicate that the correct configuration had been assigned against 1353 (99%) CuKα Bijvoet pairs. On this basis the absolute configuration was assigned as C5R, C8S, C9R and C10S. The structure of 18-acetoxy-cis-cleroda-3,13E-dien-15-oic acid consists of a clerodane skeleton and the corresponding methyl groups are α-oriented (C8, C9) while C5 is β-oriented. The acidic lateral chain is β-oriented and the double bond between C13 and C14 has E isomeric. The ciclohexene, cyclohexane rings are cis fused, and in an sofa and chair conformation respectively. In the crystal the molecules are linked by one intermolecular O—H…O hydrogen bond forming 1D-dimensional chain with distance donor-acceptor of 2.060(6)Å with graph-set notation C 1 1(15).info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.63 n.3 20182018-01-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000304086en10.4067/s0717-97072018000304086 |
| institution |
Scielo Chile |
| collection |
Scielo Chile |
| language |
English |
| description |
ABSTRACT In this paper we report the absolute configuration which has been determined from the refinement of the Flack parameter, x = 0.05(5), which indicate that the correct configuration had been assigned against 1353 (99%) CuKα Bijvoet pairs. On this basis the absolute configuration was assigned as C5R, C8S, C9R and C10S. The structure of 18-acetoxy-cis-cleroda-3,13E-dien-15-oic acid consists of a clerodane skeleton and the corresponding methyl groups are α-oriented (C8, C9) while C5 is β-oriented. The acidic lateral chain is β-oriented and the double bond between C13 and C14 has E isomeric. The ciclohexene, cyclohexane rings are cis fused, and in an sofa and chair conformation respectively. In the crystal the molecules are linked by one intermolecular O—H…O hydrogen bond forming 1D-dimensional chain with distance donor-acceptor of 2.060(6)Å with graph-set notation C 1 1(15). |
| author |
Brito,Iván Bórquez,Jorge Robledo,Diego Simirgiotis,Mario J. Cárdenas,Alejandro |
| spellingShingle |
Brito,Iván Bórquez,Jorge Robledo,Diego Simirgiotis,Mario J. Cárdenas,Alejandro ABSOLUTE CONFIGURATION OF 18-ACETOXY-CIS-CLERODA-3,13E-DIEN-15-OIC ACID |
| author_facet |
Brito,Iván Bórquez,Jorge Robledo,Diego Simirgiotis,Mario J. Cárdenas,Alejandro |
| author_sort |
Brito,Iván |
| title |
ABSOLUTE CONFIGURATION OF 18-ACETOXY-CIS-CLERODA-3,13E-DIEN-15-OIC ACID |
| title_short |
ABSOLUTE CONFIGURATION OF 18-ACETOXY-CIS-CLERODA-3,13E-DIEN-15-OIC ACID |
| title_full |
ABSOLUTE CONFIGURATION OF 18-ACETOXY-CIS-CLERODA-3,13E-DIEN-15-OIC ACID |
| title_fullStr |
ABSOLUTE CONFIGURATION OF 18-ACETOXY-CIS-CLERODA-3,13E-DIEN-15-OIC ACID |
| title_full_unstemmed |
ABSOLUTE CONFIGURATION OF 18-ACETOXY-CIS-CLERODA-3,13E-DIEN-15-OIC ACID |
| title_sort |
absolute configuration of 18-acetoxy-cis-cleroda-3,13e-dien-15-oic acid |
| publisher |
Sociedad Chilena de Química |
| publishDate |
2018 |
| url |
http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000304086 |
| work_keys_str_mv |
AT britoivan absoluteconfigurationof18acetoxyciscleroda313edien15oicacid AT borquezjorge absoluteconfigurationof18acetoxyciscleroda313edien15oicacid AT robledodiego absoluteconfigurationof18acetoxyciscleroda313edien15oicacid AT simirgiotismarioj absoluteconfigurationof18acetoxyciscleroda313edien15oicacid AT cardenasalejandro absoluteconfigurationof18acetoxyciscleroda313edien15oicacid |
| _version_ |
1714200928873086976 |