2-oxatricyclo[5.2.1.04,10]decane-3-one | 69641-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2-oxatricyclo[5.2.1.04,10]decane-3-one
• 英文别名: Octahydro-2H-pentaleno[1,6-bc]furan-2-one；2-oxatricyclo[5.2.1.04,10]decan-3-one
• CAS: 69641-94-7
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: LKDIXPGURWSHNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-[bromo(dichloro)methyl]-2-oxatricyclo[5.2.1.04,10]decan-3-ol 、 sodium hydroxide 以90%的产率得到
  参考文献：
  名称：

  PFENNINGER, A.;ROESLE, A.;KEESE, R., HELV. CHIM. ACTA, 1985, 68, N 2, 493-507

  摘要：

  DOI：

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 Concise Route to Racemic Anatoxin a from Cycloocta-1,5-diene
  作者：Tse-Lok Ho、Elvira Zinurova

  DOI：10.1002/hlca.200690005

  日期：2006.1

  The synthesis of racemic anatoxin a (1a) from cycloocta-1,5-diene via its 1 : 1 cycloadduct with N-chlorosulfonyl isocyanate is described. The N-unsubstituted β-lactam 2b was converted to a β-amino ester 3 which was then submitted to a Pd-catalyzed cyclization to afford the conjugated ester 4a. The N-tosyl derivative 4b was then elaborated into N-tosylanatoxin a (1b) via a Weinreb amide.

  描述了由环辛-1,5-二烯通过其1：1的加合物与N-氯磺酰基异氰酸酯合成外消旋抗毒素a（1a）。将N-未取代的β-内酰胺2b转化为β-氨基酯3，然后将其进行Pd催化的环化，得到共轭酯4a。所述Ñ甲苯磺酰衍生物4b中然后加工成Ñ -tosylanatoxin一个（1B）经由一个的Weinreb酰胺。
• 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