Development of optical resolution transport system using chiral organic molecules based on host-guest interactions

• Project/Area Number: 26420768
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Properties in chemical engineering process/Transfer operation/Unit operation
• Research Institution: Kagoshima University
• Principal Investigator: ONITSUKA Satoaki 鹿児島大学, 理工学域理学系, 助教 (60403937)
• Project Period (FY): 2014-04-01 – 2017-03-31
• Project Status: Completed (Fiscal Year 2016)
• Budget Amount: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000); Fiscal Year 2016: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000); Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000); Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
• Keywords: 光学分割 / 液膜法 / ホスト－ゲスト化学 / マイクロフロー / ホスト-ゲスト化学

Outline of Final Research Achievements

In this study, we aimed the development of the efficient optical resolution method using chiral host molecules as the optical resolution transport agent based on host-guest interactions. Chiral phosphoric acid derivatives were used as a chiral host molecule, and optical resolution of amino acids was attempted. In addition, we made attempt to carry out enantioselective optical resolution transport and optical resolution by liquid membrane technique using microchemical reaction devices.

Research Products

• [Journal Article] Total Synthesis of the Claimed Structure of (±)-Hyptinin and Structural Revision of Natural Hyptinin (2017)
  • Author(s): Kazuto Maeda, Toshiyuki Hamada, Satoaki Onitsuka, and Hiroaki Okamura
  • Journal Title: Journal of Natural Products Volume: 80 Issue: 5 Pages: 1446-1449
  • DOI: 10.1021/acs.jnatprod.6b01116
  • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
• [Journal Article] Base-catalyzed Asymmetric Diels-Alder Reaction of N-Nosyl-3-hydroxy-2-pyridone with a Chiral Acrylate, and Its Application to the Synthesis of Aminocarbasugars (2015)
  • Author(s): Ryuji Ohira, Toshiyuki Hamada, Satoaki Onitsuka, Hiroaki Okamura
  • Journal Title: GSTF Journal of Chemical Science Volume: 2 Pages: 1-4
  • Peer Reviewed / Open Access
• [Presentation] 抗ATL活性を有するリグナンhyptosideの全合成研究 (2017)
  • Author(s): 前田和人，鬼束聡明，濵田季之，岡村浩昭
  • Organizer: 日本化学会第97春季年会
  • Place of Presentation: 慶應義塾大学日吉キャンパス（神奈川県・横浜市）
• [Presentation] Development of optical resolution transport system using chiral organic molecules based on host-guest interactions (2016)
  • Author(s): TAKIGUCHI, Yosuke; ONITSUKA, Satoaki; HAMADA, Toshiyuki; OKAMURA, Hiroaki
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 同志社大学 京田辺キャンパス（京都府，京田辺市）
  • Year and Date: 2016-03-24