11-benzyloxyundanyltriphenylphosphonium bromide | 812652-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 11-benzyloxyundanyltriphenylphosphonium bromide
• 英文别名: 11-benzyloxy-undecyltriphenylphosphonium bromide；Phosphonium, triphenyl[11-(phenylmethoxy)undecyl]-, bromide；triphenyl(11-phenylmethoxyundecyl)phosphanium;bromide
• CAS: 812652-88-3
• 化学式: Br*C₃₆H₄₄OP
• 分子量: 603.623
• InChiKey: KPYHTMOORAIUFB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.71
• 重原子数：
  39
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11-benzyloxyundanyltriphenylphosphonium bromide 在 palladium on activated charcoal 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 生成 12-[1-(4-Methoxyphenyl)sulfonylindol-3-yl]dodecan-1-ol
  参考文献：
  名称：

  Effects of Indole Fatty Alcohols on the Differentiation of Neural Stem Cell Derived Neurospheres

  摘要：

  In a search for inducers of neuronal differentiation to treat neurodegenerative diseases such as Alzheimer's disease, a series of indole fatty alcohols (IFAs) were prepared. 13C (n = 18) was able to promote the differentiation of neural stem cell derived neurospheres into neurons at a concentration of 10 nM. Analysis of the expression of the Notch pathway genes in neurospheres treated during the differentiation phase with 13c (n = 18) revealed a significant decrease in the transcription of the Notch 4 receptor.

  DOI：

  10.1021/jm0493616
• 作为产物：
  描述：

  11-溴-1-十一醇 在 sodium hydride 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 11-benzyloxyundanyltriphenylphosphonium bromide
  参考文献：
  名称：

  Effects of Indole Fatty Alcohols on the Differentiation of Neural Stem Cell Derived Neurospheres

  摘要：

  In a search for inducers of neuronal differentiation to treat neurodegenerative diseases such as Alzheimer's disease, a series of indole fatty alcohols (IFAs) were prepared. 13C (n = 18) was able to promote the differentiation of neural stem cell derived neurospheres into neurons at a concentration of 10 nM. Analysis of the expression of the Notch pathway genes in neurospheres treated during the differentiation phase with 13c (n = 18) revealed a significant decrease in the transcription of the Notch 4 receptor.

  DOI：

  10.1021/jm0493616

文献信息

• Improved synthesis of tocopherol fatty alcohols and analogs: microglial activation modulators
  作者：Thierry Muller、Djalil Coowar、Mazen Hanbali、Paul Heuschling、Bang Luu

  DOI：10.1016/j.tet.2006.09.082

  日期：2006.12

  The synthesis of tocopherol fatty alcohols (TFAs), potent microglial activation modulators, was achieved via C-alkylation of trimethylhydroquinone. Several analogs, in particular water-soluble prodrugs, have been synthesized using a Wittig reaction and their antioxidant activities have been evaluated.

  强大的小胶质细胞活化调节剂生育酚脂肪醇（TFA）的合成是通过三甲基氢醌的C-烷基化实现的。使用维蒂希反应已经合成了几种类似物，特别是水溶性前药，并且已经评估了它们的抗氧化活性。
• Branch-Selective and Enantioselective Iridium-Catalyzed Alkene Hydroarylation via Anilide-Directed C–H Oxidative Addition
  作者：Simon Grélaud、Phillippa Cooper、Lyman J. Feron、John F. Bower

  DOI：10.1021/jacs.8b04627

  日期：2018.8.1

  Tertiary benzylic stereocenters are accessed in high enantioselectivity by Ir-catalyzed branch selective addition of anilide ortho-C-H bonds across styrenes and α-olefins. Mechanistic studies indicate that the stereocenter generating step is reversible.

  通过 Ir 催化的苯胺邻位-CH 键在苯乙烯和 α-烯烃上的分支选择性加成，可以高对映选择性地获得叔苄基立构中心。机理研究表明，立体中心生成步骤是可逆的。
• [EN] HYDROQUINONE DERIVATIVES<br/>[FR] DÉRIVÉS D'HYDROQUINONE
  申请人：AXOGLIA THERAPEUTICS S A

  公开号：WO2010128038A1

  公开（公告）日：2010-11-11

  Compounds of general formula (I), in which R1, R2, R3, R4, R5, R6, R7, R8 and R9 have the meanings given in the specification, are useful in the treatment of neurodegenerative disease.

  通式（I）中的化合物，其中R1、R2、R3、R4、R5、R6、R7、R8和R9具有规范中给定的含义，对治疗神经退行性疾病有用。
• Synthesis of Enantiomerically Pure α-Hydroxylated Nervonic Acid – A Chiral Pool Approach to α-Hydroxylated Unsaturated Fatty Acids
  作者：Daniel Werz、Martin Pawliczek、Jan Wallbaum

  DOI：10.1055/s-0033-1341276

  日期：——

  A scalable and robust synthesis to α-hydroxylated nervonic acid is presented. The chiral-pool approach starts with malic acid and employs only highly reliable reactions such as Wittig reactions, protecting group conversions, and reductions. Depending on the configuration of malic acid being used as starting material both enantiomers can be obtained.

  提出了对 α-羟基化神经酸的可扩展和稳健的合成。手性池方法从苹果酸开始，仅使用高度可靠的反应，例如 Wittig 反应、保护基团转化和还原反应。根据用作原料的苹果酸的构型，可以获得两种对映异构体。
• Effects of Indole Fatty Alcohols on the Differentiation of Neural Stem Cell Derived Neurospheres
  作者：Djalil Coowar、Julien Bouissac、Mazen Hanbali、Marie Paschaki、Eliane Mohier、Bang Luu

  DOI：10.1021/jm0493616

  日期：2004.12.1

  In a search for inducers of neuronal differentiation to treat neurodegenerative diseases such as Alzheimer's disease, a series of indole fatty alcohols (IFAs) were prepared. 13C (n = 18) was able to promote the differentiation of neural stem cell derived neurospheres into neurons at a concentration of 10 nM. Analysis of the expression of the Notch pathway genes in neurospheres treated during the differentiation phase with 13c (n = 18) revealed a significant decrease in the transcription of the Notch 4 receptor.