Synthetic studies toward (+)-CJ-12,950 for the stereochemical elucidation and structure activity relationship studies
| Project/Area Number |
26460003
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | University of Toyama |
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Principal Investigator |
Sugimoto Kenji 富山大学, 大学院医学薬学研究部(薬学), 准教授 (60400264)
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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 |
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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| Keywords | CJ-12,950 / 不斉全合成 / 閉環メタセシス / 大環状ラクトン / 構造決定 / 不斉合成 / マクロラクトン / 構造解明 |
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| Outline of Final Research Achievements |
Based on the convergent synthetic strategy for CJ-12,950, we realized the total synthesis of a possible diastereomer of CJ-12,950. Sharpless asymmetric epoxidation and Keck asymmetric allylation were utilized for the construction of the key chiral centers on the macrolactone. Furthermore, we found that the Zhan-1b catalyst works much better than the Grubbs or Hoveyda-Grubbs catalyst for the ring closing metathesis and [Cp*RhCl2]2-mediated coupling reaction of O-pivaloyl hydroxamic acid with pinacol vinylboronate was critical for the pendant amide formation.
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Report
(4 results)
Research Products
(12 results)
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[Presentation] Synthetic studies toward (+)-CJ-12,950 for the stereochemical assignment and structure activity relationship studies2015
Author(s)
Oguma, Y.; Yamagishi, T.; Yamamoto, N.; Shinoda, S.; Sugimoto, K.; Toyooka, N.; Minato, D.; Matsuya, Y.
Organizer
2015 International Congress of Pacific Basin Societies
Place of Presentation
Hawaii Convention Center他 (Hawaii, USA)
Year and Date
2015-12-15
Related Report
Int'l Joint Research
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