3-(bromomethyl)hept-1-ene | 50774-71-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 3-(bromomethyl)hept-1-ene
• 英文别名: 3-bromomethyl-hept-1-ene；3-(Bromomethyl)hept-1-ene
• CAS: 50774-71-5
• 化学式: C₈H₁₅Br
• 分子量: 191.111
• InChiKey: UHVGQPJYYDNJPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  3-(bromomethyl)hept-1-ene 、 diphenylmethyl (1R,3aR,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-8a-formyl-3-isopropyl-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate 在 naphthalen-1-yl-lithium 作用下， 以 四氢呋喃 为溶剂， 生成 、
  参考文献：
  名称：

  FR290581, a novel sordarin derivative: Synthesis and antifungal activity

  摘要：

  Sordarin is a unique natural product antifungal agent that is an inhibitor of elongation factor 2. To improve biological activity, we synthesized various compounds by novel modification of the aglycone, sordaricin. As a result, we have discovered the novel sordarin derivative FR290581. This compound exhibited superior activity and a good pharmacokinetic profile, and also displayed good in vivo activity against Candida albicans.

  DOI：

  10.1016/j.bmcl.2009.01.051
• 作为产物：
  描述：

  2-vinylhexyl methanesulfonate 在 lithium bromide 作用下， 以 丙酮 为溶剂， 以86%的产率得到3-(bromomethyl)hept-1-ene
  参考文献：
  名称：

  FR290581, a novel sordarin derivative: Synthesis and antifungal activity

  摘要：

  Sordarin is a unique natural product antifungal agent that is an inhibitor of elongation factor 2. To improve biological activity, we synthesized various compounds by novel modification of the aglycone, sordaricin. As a result, we have discovered the novel sordarin derivative FR290581. This compound exhibited superior activity and a good pharmacokinetic profile, and also displayed good in vivo activity against Candida albicans.

  DOI：

  10.1016/j.bmcl.2009.01.051

文献信息

• 1,4-Dichloro- and 1,4-Dibromo-2-butenes as Substrates for Cu-Catalyzed Asymmetric Allylic Substitution
  作者：Caroline A. Falciola、Alexandre Alexakis

  DOI：10.1002/anie.200604963

  日期：2007.4.2
• Mesnard,D.; Miginiac,L., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1973, vol. 277, p. 567 - 570
  作者：Mesnard,D.、Miginiac,L.

  DOI：——

  日期：——
• FR290581, a novel sordarin derivative: Synthesis and antifungal activity
  作者：Tadaatsu Hanadate、Masaki Tomishima、Nobuyuki Shiraishi、Daisuke Tanabe、Hiroshi Morikawa、David Barrett、Satoru Matsumoto、Kazumi Ohtomo、Katsuyuki Maki

  DOI：10.1016/j.bmcl.2009.01.051

  日期：2009.3

  Sordarin is a unique natural product antifungal agent that is an inhibitor of elongation factor 2. To improve biological activity, we synthesized various compounds by novel modification of the aglycone, sordaricin. As a result, we have discovered the novel sordarin derivative FR290581. This compound exhibited superior activity and a good pharmacokinetic profile, and also displayed good in vivo activity against Candida albicans.