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2010 Fiscal Year Final Research Report

Reaction of unprotected amino acids with aldehydes : New synthetic method for stereoselective 1,2-aminoalchol.

Research Project

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Project/Area Number 20590014
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionToho University

Principal Investigator

YOKOYAMA Yuusaku  Toho University, 薬学部, 教授 (10095325)

Project Period (FY) 2008 – 2010
Keywords有機合成 / 無保護アミノ酸 / 脱炭酸 / オキサゾリジン / 1,2-アミノアルコール / 赤堀反応 / 水溶液 / 炭素-炭素結合形成反応
Research Abstract

We succeeded the development of new synthetic method for 1,2-aminoalcohol by the reaction of unprotected amino acids with aldehyde through carbanion, which was formed by the decarboxylation of amino acids.

  • Research Products

    (28 results)

All 2011 2010 2009 2008 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (21 results) Remarks (2 results)

  • [Journal Article] Development of an ELISA system to determine the presence of antibodies specific fortaxane structures2011

    • Author(s)
      Satoshi Muto, Yuichi Kouyama, Yuusaku Yokoyama, Hiroaki Okuno, Toshihiro Ishii, Toru Masak, Yasuo Matsuzawa, Tatsuo Kawashima, Koji Shiraie
    • Journal Title

      Biol.Parm.Bull. (in press)

    • Peer Reviewed
  • [Journal Article] Palladium-Catalyzed mono-N-Allylation of Unprotected Amino Acids with 1,1-Dimethylallyl Alcohol in Water2011

    • Author(s)
      Hidemasa Hikawa, Yuusaku Yokoyama
    • Journal Title

      Org.Biomol.Chem. (in press)

    • Peer Reviewed
  • [Journal Article] Cross-coupling reaction on N-(3,5-dibromo-2-pyridyl)piperazines : regioselective synthesis of 3,5-disubstituted pyridylpiperazines2010

    • Author(s)
      Hikawa Hidemasa ; Yokoyama Yuusaku
    • Journal Title

      Tetrahedron 66(49)

      Pages: 9552-9559

    • Peer Reviewed
  • [Journal Article] Mechanism for the direct synthesis of tryptophan from indole and serine: a useful NMR technique for the detection of a reactive intermediate in the reaction mixture2010

    • Author(s)
      Yokoyama Yuusaku ; Nakakoshi Masamichi ; Okuno Hiroaki ; Sakamoto Yohko ; Sakurai Satoshi
    • Journal Title

      Magnetic Resonance in Chemistry 48(10)

      Pages: 811-817

    • Peer Reviewed
  • [Journal Article] Synthesis and evaluation of a novel liposome containing BPA-peptide conjugate for BNCT2009

    • Author(s)
      Shirakawa Makoto ; Yamamto Tetsuya ; Nakai Kei ; Aburai Kenichi ; Kawatobi Sho ; Tsurubuchi Takao ; Yamamoto Yohei ; Yokoyama Yuusaku ; Okuno Hiroaki ; Matsumura Akira
    • Journal Title

      Applied Radiation and Isotopes 67(7-8S)

      Pages: S88-S90

    • Peer Reviewed
  • [Presentation] 無保護アミノ酸の反応:赤堀反応の展開2010

    • Author(s)
      横山祐作、氷川英正、松田直也、熊谷修一
    • Organizer
      第36回反応と合成のシンポジウム-ライフサイエンスを試行した理論、反応および合成-
    • Place of Presentation
      名古屋
    • Year and Date
      20101100
  • [Presentation] 3,5-ジ置換ピリジルピペラジン誘導体の位置選択的な合成2010

    • Author(s)
      氷川英正、横山祐作
    • Organizer
      第29回メディシナルケミストリーシンポジウム
    • Place of Presentation
      京都
    • Year and Date
      20101100
  • [Presentation] 水溶液中でのアシル化反応(Part II)2010

    • Author(s)
      藤岡秀輔,氷川英正,横山祐作
    • Organizer
      日本薬学会関東支部大会
    • Place of Presentation
      八王子
    • Year and Date
      20101000
  • [Presentation] インドールとセリンの反応によるトリプトファン不斉合成への試み2010

    • Author(s)
      瀬下麻衣子、横山祐作、中越雅道
    • Organizer
      日本薬学会関東支部大会
    • Place of Presentation
      八王子
    • Year and Date
      20101000
  • [Presentation] バイオ医薬品開発に有用な親水性リンカーの合成研究2010

    • Author(s)
      松田卓也、氷川英正、八木信宏、横山祐作
    • Organizer
      日本薬学会関東支部大会
    • Place of Presentation
      八王子
    • Year and Date
      20101000
  • [Presentation] アミノ酸の脱炭酸-アルドール反応を用いたシネフリン及びフェニレフリン塩酸塩の合成法の開発2010

    • Author(s)
      熊谷修一,松田直也,氷川英正,横山祐作
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      岡山市
    • Year and Date
      20100300
  • [Presentation] バイオ医薬品開発に有用な親水性ポリマーの合成研究2010

    • Author(s)
      松田卓也,氷川英正,八木信宏,横山祐作
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      岡山市
    • Year and Date
      20100300
  • [Presentation] 水溶液中でのアシル化反応:反応条件の検討2010

    • Author(s)
      藤岡秀輔,前田梨紗,氷川英正,横山祐作
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      岡山市
    • Year and Date
      20100300
  • [Presentation] 無保護アミノ酸、糖を用いた新しい合成反応の開発(文部科学省戦略的基盤形成支援 有機合成と天然物化学の手法による医薬品素材の開発)2009

    • Author(s)
      横山祐作
    • Organizer
      第3回研究発表会
    • Place of Presentation
      徳島市(招待講演)
    • Year and Date
      20091200
  • [Presentation] 水中でのポリオールのエステル化反応2009

    • Author(s)
      氷川英正、藤岡秀輔、前田梨紗、奥野洋明、横山祐作
    • Organizer
      第35回反応と合成の進歩シンポジウム
    • Place of Presentation
      金沢市
    • Year and Date
      20091100
  • [Presentation] Mechanistic Consideration for the Synthesis of Tryptophan from Indole and Serine Based on NMR Spectra.2009

    • Author(s)
      Yuusaku Yokoyama, Masamichi Nakakoshi, Hiroaki Okuno, Yoko Sakamoto, Satoshi Sakurai
    • Organizer
      The Paul A. Grieco Symposium
    • Place of Presentation
      Montana, USA
    • Year and Date
      20091100
  • [Presentation] Esterification of Water Soluble Alcohols in Homogeneous Aqueous Solution2009

    • Author(s)
      Yuusaku Yokoyama, Risa Maeda, Hiroaki Okuno
    • Organizer
      The Paul A. Grieco Symposium
    • Place of Presentation
      Montana, USA
    • Year and Date
      20091100
  • [Presentation] Synthesis and biological evaluation of indoleamine 2,3-dioxygenase (IDO) inhibitor2009

    • Author(s)
      Takafumi Suzuki, Osamu Takikawa, Hiroaki Okuno, Yuusaku Yokoyama
    • Organizer
      The 6th Joint Seminar on Biomedicinal Science among Prince of Songla University (PSU), Chiang Mai University (CMU), Kunming Medical University (KMU), and Toho University.
    • Place of Presentation
      Tokyo, Japan
    • Year and Date
      20091000
  • [Presentation] Esterification of Water Soluble Alcohols in Homogeneous Aqueous Solution2009

    • Author(s)
      Yuusaku Yokoyama, Risa Maeda, Hiroaki Okuno
    • Organizer
      7th AFMC International Medicinal Chemistry Congress (AIMECS09)
    • Place of Presentation
      Cairns, Australia
    • Year and Date
      20090800
  • [Presentation] Mechanistic consideration for the synthesis of tryptophan from indole and serine based on nmr spectra2009

    • Author(s)
      Yuusaku Yokoyama, Masamichi Nakakoshi, Hiroaki Okuno, Yohko Sakamoto, Satoshi Sakurai
    • Organizer
      12th Meeting of the International Society for Tryptophan Research (ISTRY)
    • Place of Presentation
      Florence, Italy
    • Year and Date
      20090700
  • [Presentation] Esterification of Polyols in Water (Part II)2009

    • Author(s)
      Yuusaku Yokoyama, Risa Maeda, Hidemasa Hikawa, Hiroaki Okuno, Shusuke Fujioka
    • Organizer
      日本プロセス学会 2009 サマーシンポジウム
    • Place of Presentation
      東京
    • Year and Date
      20090700
  • [Presentation] Indoleamine 2,3-Dioxygenase (IDO) 阻害剤の合成2008

    • Author(s)
      鈴木貴文、堤勝彦、山口智之、横山祐作、滝川修、奥野洋明
    • Organizer
      第12回生体触媒化学シンポジウム-生体触媒による物質変換-
    • Place of Presentation
      千葉、船橋
    • Year and Date
      20081200
  • [Presentation] Synthesis and Inhibitory Activity of Indoleamine 2, 3-Dioxygenase2008

    • Author(s)
      Yuusaku Yokoyama, Katsuhiko Tsutsumi, Hidetoshi Akimoto, Osamu Takikawa, Hiroaki Okuno
    • Organizer
      The Eighth China-Japan Joint Symposium on Drug Design and Development
    • Place of Presentation
      Kobe Japan
    • Year and Date
      20081100
  • [Presentation] Esterification of polyalcohol in water2008

    • Author(s)
      Risa Maeda, Yuusaku Yokoyama, Hiroaki Okuno
    • Organizer
      The First International Symposium on Process Chemistry (ISPC08)
    • Place of Presentation
      Kyoto, Japan
    • Year and Date
      20080900
  • [Presentation] 多価アルコールの水溶液中のエステル化; Part32008

    • Author(s)
      前田梨紗,横山祐作,奥野洋明
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      京都
    • Year and Date
      20080300
  • [Presentation] Indoleamine 2,3-Dioxygenase(IDO)阻害剤の開発 Part22008

    • Author(s)
      鈴木貴文,横山祐作,滝川修,奥野洋明
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      京都
    • Year and Date
      20080300
  • [Remarks] ホームページ等

  • [Remarks] 有機化学は面白い

    • URL

      http://www.mnc.toho-u.ac.jp/v-lab/yuuki/index.html

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Published: 2012-01-26   Modified: 2016-04-21  

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