Efficient and improved synthesis of Telmisartan
An efficient synthesis of the angiotensin II receptor antagonist Telmisartan (1) is presented involving a cross coupling of 4-formylphenylboronic acid 10 with 2-(2-bromophenyl)-4,4-dimethyl-2-oxazoline (11) as the key step (90% yield). The benzimidazole moiety 15 was constructed regioselectively via...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2010-03-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.6.25 |
| _version_ | 1818946366852825088 |
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| author | A. Sanjeev Kumar Samir Ghosh G. N. Mehta |
| author_facet | A. Sanjeev Kumar Samir Ghosh G. N. Mehta |
| author_sort | A. Sanjeev Kumar |
| collection | DOAJ |
| description | An efficient synthesis of the angiotensin II receptor antagonist Telmisartan (1) is presented involving a cross coupling of 4-formylphenylboronic acid 10 with 2-(2-bromophenyl)-4,4-dimethyl-2-oxazoline (11) as the key step (90% yield). The benzimidazole moiety 15 was constructed regioselectively via a reductive amination-condensation sequence, replacing the alkylation of the preformed benzimidazole step in the previously published route. This methodology overcomes many of drawbacks associated with previously reported syntheses. |
| first_indexed | 2024-12-20T08:13:52Z |
| format | Article |
| id | doaj.art-c390ee7e216a4ac297455a567c31871b |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-20T08:13:52Z |
| publishDate | 2010-03-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-c390ee7e216a4ac297455a567c31871b2022-12-21T19:47:11ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-03-01612510.3762/bjoc.6.251860-5397-6-25Efficient and improved synthesis of TelmisartanA. Sanjeev Kumar0Samir Ghosh1G. N. Mehta2Applied Chemistry Department, Sardar Vallabhbhai National Institute of Technology, Surat-395 007, IndiaApplied Chemistry Department, Sardar Vallabhbhai National Institute of Technology, Surat-395 007, IndiaApplied Chemistry Department, Sardar Vallabhbhai National Institute of Technology, Surat-395 007, IndiaAn efficient synthesis of the angiotensin II receptor antagonist Telmisartan (1) is presented involving a cross coupling of 4-formylphenylboronic acid 10 with 2-(2-bromophenyl)-4,4-dimethyl-2-oxazoline (11) as the key step (90% yield). The benzimidazole moiety 15 was constructed regioselectively via a reductive amination-condensation sequence, replacing the alkylation of the preformed benzimidazole step in the previously published route. This methodology overcomes many of drawbacks associated with previously reported syntheses.https://doi.org/10.3762/bjoc.6.25antihypertensive drugoxazoline hydrolysisSuzuki couplingTelmisartan |
| spellingShingle | A. Sanjeev Kumar Samir Ghosh G. N. Mehta Efficient and improved synthesis of Telmisartan Beilstein Journal of Organic Chemistry antihypertensive drug oxazoline hydrolysis Suzuki coupling Telmisartan |
| title | Efficient and improved synthesis of Telmisartan |
| title_full | Efficient and improved synthesis of Telmisartan |
| title_fullStr | Efficient and improved synthesis of Telmisartan |
| title_full_unstemmed | Efficient and improved synthesis of Telmisartan |
| title_short | Efficient and improved synthesis of Telmisartan |
| title_sort | efficient and improved synthesis of telmisartan |
| topic | antihypertensive drug oxazoline hydrolysis Suzuki coupling Telmisartan |
| url | https://doi.org/10.3762/bjoc.6.25 |
| work_keys_str_mv | AT asanjeevkumar efficientandimprovedsynthesisoftelmisartan AT samirghosh efficientandimprovedsynthesisoftelmisartan AT gnmehta efficientandimprovedsynthesisoftelmisartan |