Project/Area Number |
07555590
|
Research Category |
Grant-in-Aid for Scientific Research (A)
|
Allocation Type | Single-year Grants |
Section | 展開研究 |
Research Field |
Synthetic chemistry
|
Research Institution | Kurashiki University of Science and the Arts. |
Principal Investigator |
MANDAI Tadakatsu Kurashiki Univ.of science and the Arts Department of Chemical Technology, 産業科学技術学部, 教授 (80131621)
|
Co-Investigator(Kenkyū-buntansha) |
MIKUNI Katsuhiko Bio Research Corporation of Yokohama Application of Cyclodextrins, Group leader, 横浜国際バイオ研究所・第一研究グループ, 課長
|
Project Period (FY) |
1995 – 1997
|
Project Status |
Completed (Fiscal Year 1997)
|
Budget Amount *help |
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 1997: ¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 1996: ¥2,100,000 (Direct Cost: ¥2,100,000)
|
Keywords | Taxol / 10-Deacetylbaccatin / baccatim / カルボン / C環 / クロロメチルオキサゾリン / メチルエステル / フェニルビニルスルホキシド / クライゼン転位 / エキソメチレンラクトン |
Research Abstract |
Paclitaxl has received much attention because of its high cytotoxicity and strong antitumor activity. An increased social demand for paclitaxl prompts us to establish a total synthetic method for paclitaxl. However, the complicated structure of paclitaxl obstructs an efficient route to paclitaxl. So, development of a more readily available paclitaxl analogues will be anticipated in the near future. From these points, we projected an efficient and flexible total synthetic method for paclitaxl. First, racemic A ring synthon was prepared in 10 steps from 2,2-dimethy1-1,3-cyclohexanedione. Second, C ring synthon was synthesized in 12 steps from R-(-)-carvone. A vinyl anion generated from A ring synthon was uneventfully reacted with an aldehyde derived from C ring synthon. However, ring closure of the B ring precursor thus obtained has not been realized yet.
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