1,1-dimethylisochroman-3-one | 137008-53-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1,1-dimethylisochroman-3-one
• 英文别名: 1,1-Dimethyl-isochroman-3-on；1,1-dimethyl-4H-isochromen-3-one
• CAS: 137008-53-8
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: NPRMGDDNYZINAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  α,α-dimethyl-1,2-benzenedimethanol 在 萘 、 磷酸 、 lithium 作用下， 以 水 为溶剂， 反应 46.08h， 生成 1,1-dimethylisochroman-3-one
  参考文献：
  名称：

  Electron-Transfer-Induced Reductive Cleavage of Phthalans:  Reactivity and Synthetic Applications

  摘要：

  The behavior of phthalan (1a) was investigated under conditions of electron transfer from alkali metals in aprotic solvents. Reaction with lithium in the presence of a catalytic amount of naphthalene in THF led to the reductive cleavage of an arylmethyl carbon-oxygen bond, with formation of a stable dilithium compound. Trapping of this intermediate with several electrophiles (alkyl halides, carbonyl derivatives, CO2) was successful. The extension of this procedure to several substituted phthalans (1b-i) was investigated, and the regiochemistry as well as the synthetic usefulness of these reactions are discussed.

  DOI：

  10.1021/jo9604548

文献信息

• The Reaction of the Grignard Reagent with Homophthalic Anhydride
  作者：Charles C. Price、Frederick M. Lewis、Morris. Meister

  DOI：10.1021/ja01265a059

  日期：1939.10.1
• CYCLOALKYL, LACTAM, LACTONE AND RELATED COMPOUNDS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING BETA-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS
  申请人：Elan Pharmaceuticals, Inc.

  公开号：EP0951466A2

  公开（公告）日：1999-10-27
• [EN] CYCLOALKYL, LACTAM, LACTONE AND RELATED COMPOUNDS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING beta -AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS<br/>[FR] CYCLOALKYLE, LACTAME ET COMPOSES ASSOCIES, COMPOSITIONS PHARMACEUTIQUES CONTENANT CES COMPOSES, ET PROCEDES D'INHIBITION DE LA LIBERATION DU PEPTIDE beta -AMYLOIDE ET/OU DE SA SYNTHESE AU MOYEN DE TELS COMPOSES
  申请人：ELAN PHARMACEUTICALS, INC.

  公开号：WO1998028268A2

  公开（公告）日：1998-07-02

  (EN) Disclosed are compounds for Formula (I) wherein the substituents are as defined in the claims which inhibit $g(b)-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits $g(b)-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.(FR) Cette invention se rapporte à des composés qui inhibent la libération du peptide bêta-amyloïde et/ou sa synthèse, et qui s'avèrent par conséquent utiles s'agissant de traiter la maladie d'Alzheimer. L'invention se rapporte également à des compositions pharmaceutiques comportant un composé qui inhibe la libération du peptide bêta-amyloïde et/ou sa synthèse ainsi qu'à des procédés de traitement de la maladie d'Alzheimer, à la fois dans un but prophylactique et thérapeutique, utilisant de telles compositions pharmaceutiques.
• Electron-Transfer-Induced Reductive Cleavage of Phthalans:  Reactivity and Synthetic Applications
  作者：Ugo Azzena、Salvatore Demartis、Giovanni Melloni

  DOI：10.1021/jo9604548

  日期：1996.1.1

  The behavior of phthalan (1a) was investigated under conditions of electron transfer from alkali metals in aprotic solvents. Reaction with lithium in the presence of a catalytic amount of naphthalene in THF led to the reductive cleavage of an arylmethyl carbon-oxygen bond, with formation of a stable dilithium compound. Trapping of this intermediate with several electrophiles (alkyl halides, carbonyl derivatives, CO2) was successful. The extension of this procedure to several substituted phthalans (1b-i) was investigated, and the regiochemistry as well as the synthetic usefulness of these reactions are discussed.