2019 Fiscal Year Final Research Report
Development of Catalytic Dehydrative Condensation Method to Syntheisze Oligopeptides
| Project/Area Number |
18K19072
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| Research Category |
Grant-in-Aid for Challenging Research (Exploratory)
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| Allocation Type | Multi-year Fund |
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| Review Section |
Medium-sized Section 33:Organic chemistry and related fields
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| Research Institution | Nagoya University |
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Principal Investigator |
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| Project Period (FY) |
2018-06-29 – 2020-03-31
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| Keywords | アミド縮合 / オリゴペプチド / 触媒 / 脱水縮合 / 固体触媒 / 回収・再利用 / ゼオライト / ホウ酸 |
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| Outline of Final Research Achievements |
Catalytic dehydrative condensation bewteen N-protected aminoacids and aminoesters proceeded in the presence of molecular sieves 5A and hydrogen tetrafluoroborate and gave the corresponding dipeptides without almost epimerization. This method was applicable to simple amide synthesis. Recovered molecular sieves 5A treated with hydrogen tetrafluoroborate was still active as solid catalysts for amide condensation.
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| Free Research Field |
有機合成化学
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| Academic Significance and Societal Importance of the Research Achievements |
触媒的脱水縮合反応によるカルボン酸とアミンからのアミド合成は最も理想的であるが、エピ化しやすいペプチド合成への応用は一般的に難しい。今回、市反応モレキュラーシーブス5Aとテトラフルオロホウ酸から活性な固体触媒を調製し、単純なアミドのみならずジペプチドの合成にも成功した学術的意義は大きい。エピ化もほとんど抑えられ、触媒の回収・再利用にも成功し、実用化が期待される。
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