2,6,6-trimethyl-7-iodo-2-heptene | 132462-49-8

• 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: 2,6,6-trimethyl-7-iodo-2-heptene
• 英文别名: 7-Iodo-2,6,6-trimethylhept-2-ene
• CAS: 132462-49-8
• 化学式: C₁₀H₁₉I
• 分子量: 266.165
• InChiKey: LNMFTDYDYVDAKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,6,6-trimethyl-7-iodo-2-heptene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 1-isopropyl-3,3-dimethylcyclopentane 、 2,6,6-trimethyl-2-heptene
  参考文献：
  名称：

  Concerning the mechanism of reaction of lithium aluminum hydride with alkyl halides

  摘要：

  A detailed study of the mechanism of reaction of LiAlH4 with alkyl halides has been carried out with special emphasis on the use of radical probes. The data presented strongly support the validity of using radical probes in this reaction as an indication of an electron-transfer process. These studies also suggest a radical chain process (hydrogen atom transfer) in addition to the halogen atom transfer process on which we reported earlier. Studies to determine the influence of impurities as well as a potential metal-halogen exchange process are also reported.

  DOI：

  10.1021/jo00004a047
• 作为产物：
  描述：

  2,2,6-trimethyl-5-hepten-1-ol 在 吡啶 、 碘 、 三苯基膦 作用下， 以 吡啶 、 苯 为溶剂， 反应 72.0h， 生成 2,6,6-trimethyl-7-iodo-2-heptene
  参考文献：
  名称：

  Concerning the mechanism of reaction of lithium aluminum hydride with alkyl halides

  摘要：

  A detailed study of the mechanism of reaction of LiAlH4 with alkyl halides has been carried out with special emphasis on the use of radical probes. The data presented strongly support the validity of using radical probes in this reaction as an indication of an electron-transfer process. These studies also suggest a radical chain process (hydrogen atom transfer) in addition to the halogen atom transfer process on which we reported earlier. Studies to determine the influence of impurities as well as a potential metal-halogen exchange process are also reported.

  DOI：

  10.1021/jo00004a047

文献信息

• Pharmacophore-Directed Retrosynthesis Applied to Ophiobolin A: Simplified Bicyclic Derivatives Displaying Anticancer Activity
  作者：Yongfeng Tao、Keighley N. Reisenauer、Marco Masi、Antonio Evidente、Joseph H. Taube、Daniel Romo

  DOI：10.1021/acs.orglett.0c02938

  日期：2020.11.6

  Pharmacophore-directed retrosynthesis applied to ophiobolin A led to bicyclic derivatives that were synthesized and display anticancer activity. Key features of the ultimate defensive synthetic strategy include a Michael addition/facially selective protonation sequence to set the critical C6 stereocenter and a ring-closing metathesis to form the cyclooctene. Cytotoxicity assays toward a breast cancer cell line (MDA-MB-231) confirm the anticipated importance of structural complexity for selectivity (vs MCF10A cells) while C3 variations modulate stability.
• ASHBY, E. C.;PHAM, TUNG;MADJDABADI, A. AMROLLAH, J. ORG. CHEM., 53,(1988) N6, C. 6156-6158
  作者：ASHBY, E. C.、PHAM, TUNG、MADJDABADI, A. AMROLLAH

  DOI：——

  日期：——
• HCV NS3 PROTEASE INHIBITORS
  申请人：Merck & Co., Inc.

  公开号：EP1924593B1

  公开（公告）日：2009-09-16