19β,28-Epoxy-18α-olean-3β-ol-2-furoate from Allobetulin (19β,28-Epoxy-18α-olean-3β-ol)
The E ring of betulin rearranges and forms a cyclic ether when treated with an acid. Treatment of betulin with iodine generated hydrogen iodide in situ, which went on to promote the rearrangement at C-19 and C-20, followed by cyclization to form allobetulin. A reaction of allobetulin with 2-furoyl c...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-11-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2022/4/M1499 |
| _version_ | 1797456056121556992 |
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| author | Fulgentius Nelson Lugemwa |
| author_facet | Fulgentius Nelson Lugemwa |
| author_sort | Fulgentius Nelson Lugemwa |
| collection | DOAJ |
| description | The E ring of betulin rearranges and forms a cyclic ether when treated with an acid. Treatment of betulin with iodine generated hydrogen iodide in situ, which went on to promote the rearrangement at C-19 and C-20, followed by cyclization to form allobetulin. A reaction of allobetulin with 2-furoyl chloride yielded 19β,28-Epoxy-18α-olean-3β-ol-2-furoate. |
| first_indexed | 2024-03-09T16:02:55Z |
| format | Article |
| id | doaj.art-164c0ee10b324733bc2e36584852abde |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-09T16:02:55Z |
| publishDate | 2022-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-164c0ee10b324733bc2e36584852abde2023-11-24T16:54:20ZengMDPI AGMolbank1422-85992022-11-0120224M149910.3390/M149919β,28-Epoxy-18α-olean-3β-ol-2-furoate from Allobetulin (19β,28-Epoxy-18α-olean-3β-ol)Fulgentius Nelson Lugemwa0Department of Chemistry, Pennsylvania State University-York, 1031 Edgecomb Avenue, York, PA 17403, USAThe E ring of betulin rearranges and forms a cyclic ether when treated with an acid. Treatment of betulin with iodine generated hydrogen iodide in situ, which went on to promote the rearrangement at C-19 and C-20, followed by cyclization to form allobetulin. A reaction of allobetulin with 2-furoyl chloride yielded 19β,28-Epoxy-18α-olean-3β-ol-2-furoate.https://www.mdpi.com/1422-8599/2022/4/M149919β,28-Epoxy-18α-olean-3β-ol-2-furoatebetulinallobetuliniodine2-furoyl chlorideesterification |
| spellingShingle | Fulgentius Nelson Lugemwa 19β,28-Epoxy-18α-olean-3β-ol-2-furoate from Allobetulin (19β,28-Epoxy-18α-olean-3β-ol) Molbank 19β,28-Epoxy-18α-olean-3β-ol-2-furoate betulin allobetulin iodine 2-furoyl chloride esterification |
| title | 19β,28-Epoxy-18α-olean-3β-ol-2-furoate from Allobetulin (19β,28-Epoxy-18α-olean-3β-ol) |
| title_full | 19β,28-Epoxy-18α-olean-3β-ol-2-furoate from Allobetulin (19β,28-Epoxy-18α-olean-3β-ol) |
| title_fullStr | 19β,28-Epoxy-18α-olean-3β-ol-2-furoate from Allobetulin (19β,28-Epoxy-18α-olean-3β-ol) |
| title_full_unstemmed | 19β,28-Epoxy-18α-olean-3β-ol-2-furoate from Allobetulin (19β,28-Epoxy-18α-olean-3β-ol) |
| title_short | 19β,28-Epoxy-18α-olean-3β-ol-2-furoate from Allobetulin (19β,28-Epoxy-18α-olean-3β-ol) |
| title_sort | 19β 28 epoxy 18α olean 3β ol 2 furoate from allobetulin 19β 28 epoxy 18α olean 3β ol |
| topic | 19β,28-Epoxy-18α-olean-3β-ol-2-furoate betulin allobetulin iodine 2-furoyl chloride esterification |
| url | https://www.mdpi.com/1422-8599/2022/4/M1499 |
| work_keys_str_mv | AT fulgentiusnelsonlugemwa 19b28epoxy18aolean3bol2furoatefromallobetulin19b28epoxy18aolean3bol |