tricyclo[4.2.1.03,9]nonane-2-one | 188540-21-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tricyclo[4.2.1.03,9]nonane-2-one
• 英文别名: tricyclo[4.2.1.03,9]nonan-2-one；Octahydro-1H-cyclobuta[cd]pentalen-1-one
• CAS: 188540-21-8
• 化学式: C₉H₁₂O
• 分子量: 136.194
• InChiKey: WUWMCJHLMPZUGY-UHFFFAOYSA-N

物化性质

• 沸点：
  230.9±8.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tricyclo[4.2.1.03,9]nonane-2-one 生成 (1R,4S,7S,10R)-2-oxatricyclo[5,2,1,0^4,10]decan-3-one
  参考文献：
  名称：

  Mapping of the functional active site of Baeyer–Villigerases by substrate engineering

  摘要：

  An active site model for enzyme catalysed Baeyer–Villiger reactions is proposed and validated by transformation of the tricyclic ketone 6; Baeyer–Villiger reactions (and Baeyer–Villigerases) are classified by the stereochemistry of the hydroxyperoxide intermediate.

  DOI：

  10.1039/c39950000729
• 作为产物：
  描述：

  racemic 7-endo-(2'-chloroethyl)bicyclo<3.2.0>hept-2-en-6-one 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到tricyclo[4.2.1.03,9]nonane-2-one
  参考文献：
  名称：

  Mapping of the functional active site of Baeyer–Villigerases by substrate engineering

  摘要：

  An active site model for enzyme catalysed Baeyer–Villiger reactions is proposed and validated by transformation of the tricyclic ketone 6; Baeyer–Villiger reactions (and Baeyer–Villigerases) are classified by the stereochemistry of the hydroxyperoxide intermediate.

  DOI：

  10.1039/c39950000729

文献信息

• Method for producing optically active lactone compounds by using salen cobalt complexes having a cis-beta structure
  申请人：Kyushu University

  公开号：US20030120091A1

  公开（公告）日：2003-06-26

  A method for producing an optically active lactone compound by Baeyer-Villiger oxidation of a cyclic ketone compound with at least one kind of oxidants selected from the group consisting of hydrogen peroxide and urine-hydrogen peroxide adduct (UHP) using a cobalt(salen) complex having a cis-&bgr; structure expressed by the following formula (I) or (II) as a catalyst. 1 in which X and Y independently denote H, a t-butyl group or an electron-withdrawing substituting group and W is a halogen element. 2 in which X and Y independently denote H, a t-butyl group or an electron-withdrawing substituting group and Z − is a monovalent anion. The optically active lactone compounds can be used for the synthesis of medicines and argochemicals.

  通过使用具有以下公式(I)或(II)所表示的具有顺式&bgr;结构的钴(salen)配合物作为催化剂，通过将环状酮化合物与氢过氧化物和尿素-氢过氧化物加合物（UHP）中至少一种氧化剂进行巴耶-维利格氧化，制备光学活性内酯化合物的方法。其中X和Y独立地表示H、叔丁基或带有吸电子取代基，W是卤素元素。X和Y独立地表示H、叔丁基或带有吸电子取代基，Z-是一价阴离子。这些光学活性内酯化合物可用于合成药物和农药。
• Method for producing optically active lactone compounds by using salen cobalt complexes having a cis-&bgr; structure
  申请人：Kyushu University

  公开号：US06713435B2

  公开（公告）日：2004-03-30

  A method for producing an optically active lactone compound by Baeyer-Villiger oxidation of a cyclic ketone compound with at least one kind of oxidants selected from the group consisting of hydrogen peroxide and urine-hydrogen peroxide adduct (UHP) using a cobalt(salen) complex having a cis-&bgr; structure expressed by the following formula (I) or (II) as a catalyst. in which X and Y independently denote H, a t-butyl group or an electron-withdrawing substituting group and W is a halogen element. in which X and Y independently denote H, a t-butyl group or an electron-withdrawing substituting group and Z− is a monovalent anion. The optically active lactone compounds can be used for the synthesis of medicines and argochemicals.

  一种通过使用氢过氧化物和尿素-氢过氧化物加合物（UHP）中至少一种氧化剂，采用具有以下式（I）或（II）所表示的具有顺式结构的钴（萨伦）配合物作为催化剂，对环状酮化合物进行Baeyer-Villiger氧化以产生光学活性内酯化合物的方法。其中X和Y独立地表示H、t-丁基基团或电子吸引取代基，W是卤素元素；其中X和Y独立地表示H、t-丁基基团或电子吸引取代基，Z-是单价阴离子。这些光学活性内酯化合物可以用于药物和农药的合成。
• A method for producing optically active lactone compounds by using salen cobalt complexes having a CIS-Beta structure
  申请人：KYUSHU UNIVERSITY

  公开号：EP1288210A2

  公开（公告）日：2003-03-05

  A method for producing an optically active lactone compound by Baeyer-Villiger oxidation of a cyclic ketone compound with at least one kind of oxidants selected from the group consisting of hydrogen peroxide and urine-hydrogen peroxide adduct (UHP) using a cobalt(salen) complex having a cis-β structure expressed by the following formula (I) or (II) as a catalyst. in which X and Y independently denote H, a t-butyl group or an electron-withdrawing substituting group and W is a halogen element. in which X and Y independently denote H, a t-butyl group or an electron-withdrawing substituting group and Z- is a monovalent anion. The optically active lactone compounds can be used for the synthesis of medicines and argochemicals.

  一种利用具有下式(I)或(II)表示的顺式-β结构的钴(salen)络合物作为催化剂，通过环酮化合物与至少一种选自过氧化氢和尿-过氧化氢加合物(UHP)组成的组的氧化剂进行拜耳-维里格氧化反应生产光学活性内酯化合物的方法。 其中 X 和 Y 分别表示 H、叔丁基或抽电子取代基，W 为卤素元素。 其中 X 和 Y 分别表示 H、叔丁基或抽电子取代基，Z- 是一价阴离子。光学活性内酯化合物可用于合成药物和芳香化学品。
• US6713435B2
  申请人：——

  公开号：US6713435B2

  公开（公告）日：2004-03-30