Development of a method for preparation of optically active compounds under thermodynamical equilibrium conditions based on inclusion complexation
Project/Area Number |
23590034
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Multi-year Fund |
Section | 一般 |
Research Field |
Chemical pharmacy
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Research Institution | Tokushima Bunri University |
Principal Investigator |
KAKU Hiroto 徳島文理大学, 薬学部, 准教授 (90299339)
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Project Period (FY) |
2011 – 2013
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Project Status |
Completed (Fiscal Year 2013)
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Budget Amount *help |
¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000)
Fiscal Year 2013: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2012: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2011: ¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
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Keywords | 精密分子認識 / 包接錯体 / 光学分割 / テトラフェニレン誘導体 / デラセミ化 / フェネチルアミン類 / X線結晶解析 / フェネチルアミン / X線結晶解析 |
Research Abstract |
Racemic 2,7,10,15-tetrahydroxytetraphenylene (THTP) was synthesized starting from 3-bromoanisole in 4 steps (overall yield 45%). Optical resolution of the racemic THTP was achieved by include complexation using (S)-phenethylamine to afford (-)-THTP, which could be used as a host molecule for optical resolution of racemic phenethylamine to (S)-phenethylamine. An X-ray crystallographic study elucidated that the host molecules THTP ingeniously included the guest molecule via hydrogen bonding and van der Waals interactions. Furthermore, the inclusion complex consisted of (-)-THTP, (S)-phenethylamine, and toluene in a 1 : 2 : 1 ratio, respectively.
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Report
(4 results)
Research Products
(53 results)
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[Journal Article] Viridaphin A1 Glucoside, a Green Pigment Possessing Cytotoxic and Antibacterial Activity from the Aphid Megoura crassicauda.2011
Author(s)
M.Horikawa, T. Hoshiyama, M. Matsuzawa, T.Shugyo, M. Tanaka, S. Suzuki, M. Sato, T. Ito, Y. Asakawa, H. Kaku, T. Nishii, M. Inai, S. Takahashi, T. Tsunoda
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Journal Title
J. Nat. Prod.
Volume: 74
Issue: 8
Pages: 1812-1816
DOI
Related Report
Peer Reviewed
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[Presentation] 不斉分子認識を基盤とする光学活性2,3-及び2,5-ジ置換環状ケトン類の効率的供給法(An Efficient Method for Preparation of Optically Active 2,3- and 2,5-Disubstituted Cyclohexanones under Asymmetric Inclusion Complexation)2012
Author(s)
加来裕人,谷由紀子,上原李佳子,西谷亮二,稲井誠,堀川美津代,角田鉄人
Organizer
Symposium on Molecular Chirality ASIA 2012
Place of Presentation
福岡
Year and Date
2012-05-17
Related Report
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