Challenging Study on Difluoromethylation of Boron directed toward BNCT Drugs
| Project/Area Number |
26620078
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Synthetic chemistry
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| Research Institution | Tokyo Institute of Technology |
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Principal Investigator |
Mikami Koichi 東京工業大学, 物質理工学院, 教授 (10157448)
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Project Status |
Completed (Fiscal Year 2016)
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| Budget Amount *help |
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2016: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
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| Keywords | フッ素化学 / ホウ素化合物 / リチウム / 有機フッ素化学 / バイオイソスター / ジフルオロメチル / フルオロホルム / ホウ素 / ジフルオロメチル化 / BNCT剤 / ジフルオロカルベン / CF3SiMe3 / CF3SiEt3 / t-BuP4 |
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| Outline of Final Research Achievements |
Hitherto unknown difluoromethylated (CF2H) boron derivatives should be employed as a brand-new BNCT (boron neutron capture therapy)drugs. The CF2H moiety has been recognized as one of the lipophilic bioisostere of hydroxy group. The CF2H-B derivatives are thus expected to be the key in the development of novel biofunctional compounds such as L-amino acids-based difluoromethylboron congener for BNCT.
We have already developed the Umpolung approach of fluoroform (HCF3, HFC-23) for the synthesis of difluoromethyl-substituted compounds. The C-F bond in CF3H can be activated and hence substituted by appropriate organolithium nucleophiles. Therefore, nucleophilic boryllithium is promising to synthesize the desired air-stable difluoromethylated boron compounds via the C-F activation. We herein demonstrate the C-F activation of fluoroform by boryllithium. Structural characterization of the difluoromethylated boron compounds was also carried out.
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Report
(4 results)
Research Products
(14 results)
