Farnesylbromacetat | 63058-26-4

• 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: Farnesylbromacetat
• 英文别名: [(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl] 2-bromoacetate
• CAS: 63058-26-4
• 化学式: C₁₇H₂₇BrO₂
• 分子量: 343.304
• InChiKey: HSCUKBTWJUEJKI-XGGJEREUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Farnesylbromacetat 在 叔丁基过氧化氢 、 4-二甲氨基吡啶 、 selenium(IV) oxide 、 samarium diiodide 作用下， 生成 Benzoic acid (5E,9E,13E)-5,9,13-trimethyl-2-oxo-oxacyclopentadeca-5,9,13-trien-4-yl ester
  参考文献：
  名称：

  A short step synthesis of ferrulactone I

  摘要：

  DOI：

  10.1016/s0040-4039(00)88482-8
• 作为产物：
  描述：

  反式,反式-金合欢醇 、 溴乙酸 以 neat (no solvent) 为溶剂， 反应 18.0h， 生成 Farnesylbromacetat
  参考文献：
  名称：

  Bio-inspired surfactants capable of generating plant volatiles

  摘要：

  受生物启发的表面活性剂用于植物挥发物的合成、储存和释放。

  DOI：

  10.1039/c5sm00157a

文献信息

• METHOD OF PREPARATION OF STEREOSPECIFIC QUINONE DERIVATIVES
  申请人：Mehta Dilip S.

  公开号：US20150126763A1

  公开（公告）日：2015-05-07

  The description provides processes for the regio and stereospecific synthesis of polyprenylatedquinone derivatives, such as Vitamin K1, K2 and Ubiquinone, exploiting dithioacetals, especially 1,3-dithiane, mediated Umpolung chemistry which works along a new concept “Inhibiting resonance delocalization (IRD)” to overcome isomerization generated due to delocalization of allyliccarbanion on the π-electron cloud of an allylic systems by the conventional synthesis.

  该描述提供了多种聚戊二烯醌衍生物的区域和立体特异性合成过程，例如维生素K1、K2和辅酶Q，利用二硫代缩醛，特别是1,3-二硫代环戊烷，介导的Umpolung化学，该化学沿着一个新概念“抑制共振离域化（IRD）”工作，以克服由于烯丙基碳负离子在烯丙基体系的π电子云上的离域化而产生的异构化，这是传统合成无法解决的。
• Method of preparation of stereospecific quinone derivatives
  申请人：Mehta, Dilip

  公开号：EP2868658B1

  公开（公告）日：2018-05-02
• ANTICANCER AGENTS BASED ON REGULATION OF PROTEIN PRENYLATION
  申请人：Rose Seth D.

  公开号：US20090143467A1

  公开（公告）日：2009-06-04

  Oncoproteins such as Ras and RhoB are known to induce cell division in an unrestrained manner when such proteins are localized at the inner surface of a cancer cell membrane. The localization is effected by the prenylation reaction, whereby a hydrophobic group (e.g. a farnesyl group) is attached to the protein in the presence of an enzyme (e.g. farnesyl protein transferase). Deactivation of the prenylation enzyme through covalent modification can therefore ultimately result in the mitigation and/or cessation of cancer cell growth. Various prenylation inhibitors having the necessary structural groups to bond covalently, or essentially irreversibly, to the prenylation enzyme include carbonyl or thiocarbonyl compounds (or masked versions of these compounds) and alpha oxo-epoxides bonded to a hydrophobic, substrate-mimicking group. The carbonyl or thiocarbonyl compounds also contain a nucleofugal atom or group to enhance the tendency to form covalent bonds.
• US7423170B2
  申请人：——

  公开号：US7423170B2

  公开（公告）日：2008-09-09
• US7943665B2
  申请人：——

  公开号：US7943665B2

  公开（公告）日：2011-05-17