Concise and scalable synthesis of (±)-phosphonothrixin
A concise and scalable method for the synthesis of (±)-phosphonothrixin (1), an herbicidal antibiotic containing a C–P bond, was developed. We developed a simpler and more responsible method for the synthetic precursor, epoxy alcohol 2. The synthetic route is efficient, requiring only six steps to i...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Elsevier
2021-01-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715621001569 |
| _version_ | 1818871635574259712 |
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| author | Yoshitaka Matsushima Koki Nakamura |
| author_facet | Yoshitaka Matsushima Koki Nakamura |
| author_sort | Yoshitaka Matsushima |
| collection | DOAJ |
| description | A concise and scalable method for the synthesis of (±)-phosphonothrixin (1), an herbicidal antibiotic containing a C–P bond, was developed. We developed a simpler and more responsible method for the synthetic precursor, epoxy alcohol 2. The synthetic route is efficient, requiring only six steps to isolate (±)-1 (18%) from the easily obtainable known epoxy alcohol 3 and can be applied to enable gram-scale synthesis. |
| first_indexed | 2024-12-19T12:26:03Z |
| format | Article |
| id | doaj.art-ec4723d48c37437ab9e9599e3bf9f9cc |
| institution | Directory Open Access Journal |
| issn | 2211-7156 |
| language | English |
| last_indexed | 2024-12-19T12:26:03Z |
| publishDate | 2021-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj.art-ec4723d48c37437ab9e9599e3bf9f9cc2022-12-21T20:21:34ZengElsevierResults in Chemistry2211-71562021-01-013100251Concise and scalable synthesis of (±)-phosphonothrixinYoshitaka Matsushima0Koki Nakamura1Corresponding author.; Department of Agricultural Chemistry, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya-ku, Tokyo 156-8502, JapanDepartment of Agricultural Chemistry, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya-ku, Tokyo 156-8502, JapanA concise and scalable method for the synthesis of (±)-phosphonothrixin (1), an herbicidal antibiotic containing a C–P bond, was developed. We developed a simpler and more responsible method for the synthetic precursor, epoxy alcohol 2. The synthetic route is efficient, requiring only six steps to isolate (±)-1 (18%) from the easily obtainable known epoxy alcohol 3 and can be applied to enable gram-scale synthesis.http://www.sciencedirect.com/science/article/pii/S2211715621001569Scalable synthesis(±)-PhosphonothrixinHerbicidal antibioticC–P bond |
| spellingShingle | Yoshitaka Matsushima Koki Nakamura Concise and scalable synthesis of (±)-phosphonothrixin Results in Chemistry Scalable synthesis (±)-Phosphonothrixin Herbicidal antibiotic C–P bond |
| title | Concise and scalable synthesis of (±)-phosphonothrixin |
| title_full | Concise and scalable synthesis of (±)-phosphonothrixin |
| title_fullStr | Concise and scalable synthesis of (±)-phosphonothrixin |
| title_full_unstemmed | Concise and scalable synthesis of (±)-phosphonothrixin |
| title_short | Concise and scalable synthesis of (±)-phosphonothrixin |
| title_sort | concise and scalable synthesis of phosphonothrixin |
| topic | Scalable synthesis (±)-Phosphonothrixin Herbicidal antibiotic C–P bond |
| url | http://www.sciencedirect.com/science/article/pii/S2211715621001569 |
| work_keys_str_mv | AT yoshitakamatsushima conciseandscalablesynthesisofphosphonothrixin AT kokinakamura conciseandscalablesynthesisofphosphonothrixin |