Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid
3β‐Hydroxy[21‐14C]5β‐pregn‐8(14)‐en‐20‐one (17) was prepared from chenodeoxycholic acid (1a). The synthetic sequence involved: (i) degradation of the bile‐acid side chain to an etianic acid; (ii) formation of the 8(14)‐double bond; (iii) inversion of the configuration at C(3); (iv) construction of t...
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1986
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v69_n8_p1844_Deluca http://hdl.handle.net/20.500.12110/paper_0018019X_v69_n8_p1844_Deluca |
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paper:paper_0018019X_v69_n8_p1844_Deluca2023-06-08T14:39:07Z Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid Deluca, Mónica Eva Seldes, Alicia Marta Gros, Eduardo Gervasio 3β‐Hydroxy[21‐14C]5β‐pregn‐8(14)‐en‐20‐one (17) was prepared from chenodeoxycholic acid (1a). The synthetic sequence involved: (i) degradation of the bile‐acid side chain to an etianic acid; (ii) formation of the 8(14)‐double bond; (iii) inversion of the configuration at C(3); (iv) construction of the acetyl side chain at C(17) with the required isotopic label at C(21). Structures of all described products were confirmed by chemical and spectroscopic (IR, 1H‐NMR, 13C‐NMR, MS) methods. Copyright © 1986 Verlag GmbH & Co. KGaA, Weinheim Fil:Deluca, M.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Seldes, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Gros, E.G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1986 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v69_n8_p1844_Deluca http://hdl.handle.net/20.500.12110/paper_0018019X_v69_n8_p1844_Deluca |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| description |
3β‐Hydroxy[21‐14C]5β‐pregn‐8(14)‐en‐20‐one (17) was prepared from chenodeoxycholic acid (1a). The synthetic sequence involved: (i) degradation of the bile‐acid side chain to an etianic acid; (ii) formation of the 8(14)‐double bond; (iii) inversion of the configuration at C(3); (iv) construction of the acetyl side chain at C(17) with the required isotopic label at C(21). Structures of all described products were confirmed by chemical and spectroscopic (IR, 1H‐NMR, 13C‐NMR, MS) methods. Copyright © 1986 Verlag GmbH & Co. KGaA, Weinheim |
| author |
Deluca, Mónica Eva Seldes, Alicia Marta Gros, Eduardo Gervasio |
| spellingShingle |
Deluca, Mónica Eva Seldes, Alicia Marta Gros, Eduardo Gervasio Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid |
| author_facet |
Deluca, Mónica Eva Seldes, Alicia Marta Gros, Eduardo Gervasio |
| author_sort |
Deluca, Mónica Eva |
| title |
Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid |
| title_short |
Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid |
| title_full |
Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid |
| title_fullStr |
Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid |
| title_full_unstemmed |
Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid |
| title_sort |
synthesis of 3β‐hydroxy[21‐14c]‐5β‐pregn‐8(14)‐en‐20‐one from chenodeoxycholic acid |
| publishDate |
1986 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v69_n8_p1844_Deluca http://hdl.handle.net/20.500.12110/paper_0018019X_v69_n8_p1844_Deluca |
| work_keys_str_mv |
AT delucamonicaeva synthesisof3bhydroxy2114c5bpregn814en20onefromchenodeoxycholicacid AT seldesaliciamarta synthesisof3bhydroxy2114c5bpregn814en20onefromchenodeoxycholicacid AT groseduardogervasio synthesisof3bhydroxy2114c5bpregn814en20onefromchenodeoxycholicacid |
| _version_ |
1768544023956422656 |