Synthesis of the oxazolidinone fragment of thelepamide.
| Autor: | Ashida N; Graduate School of Environmental and Life Science, Okayama University, Okayama, Japan., Ida K; Graduate School of Environmental and Life Science, Okayama University, Okayama, Japan., Koide Y; Graduate School of Environmental and Life Science, Okayama University, Okayama, Japan., Vavricka CJ; Graduate School of Science, Technology and Innovation, Kobe University, Kobe, Japan., Izumi M; Graduate School of Environmental and Life Science, Okayama University, Okayama, Japan., Kiyota H; Graduate School of Environmental and Life Science, Okayama University, Okayama, Japan. |
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| Jazyk: | angličtina |
| Zdroj: | Natural product research [Nat Prod Res] 2022 Apr; Vol. 36 (7), pp. 1686-1692. Date of Electronic Publication: 2020 Aug 31. |
| DOI: | 10.1080/14786419.2020.1809398 |
| Abstrakt: | Thelepamide, an unique ketide-amino acid isolated from a marine annelid worm Thelepus crispus , has a unique oxazolidinone ring derived from cysteine, glycine and valine. Rareness in nature as well as promising bioactive possibility make the oxazolidinone ring an attractive synthetic target. The hydroxy oxazolidinone fragment of thelepamide was prepared by acid-catalysed N , O -acetal formation between a ketoamide and formaldehyde. Lactone-carbonyl selective isopropyl addition to an oxazilidine-dione under Grignard conditions also forms the target compound. |
| Databáze: | MEDLINE |
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