1-(3,7-Dimethylocta-2,6-dienoxymethyl)-4-methoxybenzene | 82529-81-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-(3,7-Dimethylocta-2,6-dienoxymethyl)-4-methoxybenzene
• CAS: 82529-81-5
• 化学式: C₁₈H₂₆O₂
• 分子量: 274.403
• InChiKey: IZIYOXYTHSJOTM-UHFFFAOYSA-N

物化性质

• 沸点：
  376.1±30.0 °C(Predicted)
• 密度：
  0.952±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3,7-Dimethylocta-2,6-dienoxymethyl)-4-methoxybenzene 在 potassium osmate(VI) dihydrate 、 甲基磺酰胺 、 potassium carbonate 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 potassium hexacyanoferrate(III) 、 sodium sulfite 作用下， 以 水 、 叔丁醇 为溶剂， 反应 1.0h， 以48%的产率得到(R,E)-8-(4-methoxybenzyloxy)-2,6-dimethyloct-6-ene-2,3-diol
  参考文献：
  名称：

  A Lewis Acid Promoted Oxidative Cyclization

  摘要：

  Replacing trifluoroacetic acid with it catalytic amount of Lewis acid in the osmium mediated oxidative cyclization results in higher yielding reactions that can proceed nearly an order of magnitude faster. The osmium loading can also be reduced to as little its 0.2 mol %. Furthermore, these mildly acidic conditions are capable of tolerating a wide range of acid sensitive protecting groups that are incompatible with previous cyclization conditions.

  DOI：

  10.1021/jo901243y

文献信息

• Process for total synthesis of pladienolide B and pladienolide D
  申请人：Kanada Mikie Regina

  公开号：US20080021226A1

  公开（公告）日：2008-01-24

  [Problems to be Solved] To provide an effective process for total synthesis of pladienolide B and pladienolide D having excellent anti-tumor activity and to provide useful intermediates in the above-described process. [Measure for Solving the Problem] A process for producing a compound represented by Formula (11): wherein P 1 , P 7 , P 8 , P 9 and R 1 are the same as defined below, characterized by including reacting a compound represented by Formula (12): wherein P 7 means a hydrogen atom or a protecting group for hydroxy group; R 1 means a hydrogen atom or a hydroxy group, with a compound represented by Formula (13): wherein P 1 means a hydrogen atom or a protecting group for hydroxy group; P 8 means a hydrogen atom, an acetyl group or a protecting group for hydroxy group; P 9 means a hydrogen atom or a protecting group for hydroxy group; or P 8 and P 9 may form together a group represented by a formula: wherein R 5 means a phenyl group which may have a substituent, in the presence of a catalyst.

  解决的问题：提供一种有效的全合成过程，用于合成具有出色抗肿瘤活性的pladienolide B和pladienolide D，并在上述过程中提供有用的中间体。 解决问题的措施：一种制备由下式（11）表示的化合物的方法： 其中P1、P7、P8、P9和R1如下定义，其特征在于包括将由下式（12）表示的化合物与由下式（13）表示的化合物在催化剂存在下反应： 其中P7表示氢原子或羟基的保护基团；R1表示氢原子或羟基； 其中P1表示氢原子或羟基的保护基团；P8表示氢原子、乙酰基团或羟基的保护基团；P9表示氢原子或羟基的保护基团；或P8和P9可共同形成下式所示的基团： 其中R5表示可能具有取代基的苯基。
• PROCESS FOR TOTAL SYNTHESIS OF PLADIENOLIDE B AND PLADIENOLIDE D
  申请人：KANADA Regina Mikie

  公开号：US20100204490A1

  公开（公告）日：2010-08-12

  Process for producing compound of Formula: wherein P 2 , P 3 and R 2 are the same as defined below, characterized by comprising reacting a compound represented by Formula (7): wherein P 3 means a protecting group for hydroxy group; and Het means a 1-phenyl-1H-tetrazol-5-yl group, with a compound represented by Formula (8): wherein P 2 means a protecting group for hydroxy group; and R 2 means a phenyl group which may be substituted, in the presence of a base.

  生产式子为：其中P2、P3和R2的定义如下，其特征在于通过将式子（7）所代表的化合物与式子（8）所代表的化合物在碱存在下反应，其中P3代表羟基的保护基；Het代表1-苯基-1H-四唑-5-基基团，P2代表羟基的保护基；R2代表苯基，可以被取代。
• TOTAL SYNTHESIS OF PLADIENOLIDE B AND PLADIENOLIDE D
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP1935893A1

  公开（公告）日：2008-06-25

  Disclosed is a process for production of a compound represented by the formula (11): [wherein P1 represents a hydrogen atom or a protective group for a hydroxyl group; P7 represents a hydrogen atom or a protective group for a hydroxyl group; P8 represents a hydrogen atom, an acetyl group or a protective group for a hydroxyl group and P9 represents a hydrogen atom or a protective group for a hydroxyl group, or P8 and P9 may together form a group represented by the formula: (where R5 represetns a phenyl group which may have a halogen atom; and R1 represetns a hydrogen atom or a hydroxyl group)]. The process comprises the step of reacting a compound represented by the formula (12): (wherein P7 and R1 are as defined above) with a compound represented by the formula (13): (wherein P1, P8, P9 and R5 are as defined above) in the presence of a catalyst.

  本发明公开了一种由式（11）代表的化合物的生产工艺： [其中 P1 代表氢原子或羟基的保护基团；P7 代表氢原子或羟基的保护基团；P8 代表氢原子、乙酰基或羟基的保护基团，P9 代表氢原子或羟基的保护基团，或 P8 和 P9 可共同形成由式（11）表示的基团： (其中 R5 代表苯基，该苯基可带有卤素原子；R1 代表氢原子或羟基）]。该工艺包括使式（12）所代表的化合物发生反应的步骤： (其中 P7 和 R1 如上定义）与式（13）所代表的化合物反应： (其中 P1、P8、P9 和 R5 如上定义）的化合物在催化剂存在下进行反应。
• US7816401B2
  申请人：——

  公开号：US7816401B2

  公开（公告）日：2010-10-19
• US7884128B2
  申请人：——

  公开号：US7884128B2

  公开（公告）日：2011-02-08