(E)-4-(4'-benzoylbenzyloxy)-3-methyl-2-buten-1-ol | 344558-10-7

• 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: (E)-4-(4'-benzoylbenzyloxy)-3-methyl-2-buten-1-ol
• 英文别名: (E)-[4-(2'-methyl-4'-hydroxy-but-2'-enyloxymethyl)-phenyl]-phenyl-methanone；[4-[[(E)-4-hydroxy-2-methylbut-2-enoxy]methyl]phenyl]-phenylmethanone
• CAS: 344558-10-7
• 化学式: C₁₉H₂₀O₃
• 分子量: 296.366
• InChiKey: OOURUHBLMGJFMU-RVDMUPIBSA-N

物化性质

• 沸点：
  464.6±45.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-(4'-benzoylbenzyloxy)-3-methyl-2-buten-1-ol 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以68%的产率得到(E)-3-methyl-4-(4'-benzoylbenzyloxy)-2-butenal
  参考文献：
  名称：

  法呢基焦磷酸的乙烯基焦膦酸酯类似物的合成：法呢基蛋白转移酶的新潜在抑制剂

  摘要：

  描述了焦磷酸法呢酯的新生物等排类似物的合成，其中乙烯基焦磷酸酯取代了焦磷酸酯部分。这些化合物是使用 Horner-Wadsworth-Emmons 程序和改进的迈克尔逊反应制备的。已评估它们对法呢基蛋白转移酶的抑制作用。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:654–661, 2002; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10081

  DOI：

  10.1002/hc.10081
• 作为产物：
  描述：

  异戊烯醇 在 叔丁基过氧化氢 、 4-甲基苯磺酸吡啶 、 硒脲酸 、 sodium hydride 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 生成 (E)-4-(4'-benzoylbenzyloxy)-3-methyl-2-buten-1-ol
  参考文献：
  名称：

  法呢基焦磷酸的乙烯基焦膦酸酯类似物的合成：法呢基蛋白转移酶的新潜在抑制剂

  摘要：

  描述了焦磷酸法呢酯的新生物等排类似物的合成，其中乙烯基焦磷酸酯取代了焦磷酸酯部分。这些化合物是使用 Horner-Wadsworth-Emmons 程序和改进的迈克尔逊反应制备的。已评估它们对法呢基蛋白转移酶的抑制作用。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:654–661, 2002; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10081

  DOI：

  10.1002/hc.10081

文献信息

• Phosphonates useful as modulators of t $g(g)9$g(d)2 lymphocyte activity
  申请人：Montero Jean-Louis

  公开号：US20060241087A1

  公开（公告）日：2006-10-26

  The invention concerns novel phosphonate derivatives, preparation method, use thereof as ligands modulating T γ9δ2 lymphocyte activity and pharmaceutical compositions comprising them.

  这项发明涉及新型膦酸酯衍生物，其制备方法，以及将其用作调节T γ9δ2淋巴细胞活性的配体和包含它们的药物组合物。
• Phosphonates useful as modulators of T-gamma-9-delta-2 activity
  申请人：Montero Jean-Louis

  公开号：US20100204184A1

  公开（公告）日：2010-08-12

  The invention concerns novel phosphonate derivatives, preparation method, use thereof as ligands modulating T γ9δ2 lymphocyte activity and pharmaceutical compositions comprising them.

  这项发明涉及新型膦酸盐衍生物、其制备方法，以及将其用作调节T γ9δ2淋巴细胞活性的配体和包含它们的制药组合物。
• Synthesis of Farnesyl Diphosphate Analogues Containing Ether-Linked Photoactive Benzophenones and Their Application in Studies of Protein Prenyltransferases
  作者：Tammy C. Turek、Igor Gaon、Mark D. Distefano、Corey L. Strickland

  DOI：10.1021/jo991130x

  日期：2001.5.1

  Protein prenylation is a posttranslational lipid modification in which C-15 and C-20 isoprenoid units are linked to specific protein-derived cysteine residues through a thioether linkage. This process is catalyzed by a class of enzymes called prenyltransferases that are being intensively studied due to the finding that Pas protein is farnesylated coupled with the observation that mutant forms of Pas are implicated in a variety of human cancers. Inhibition of this posttranslational modification may serve as a possible cancer chemotherapy. Here, the syntheses of two new farnesyl diphosphate (FPP) analogues containing photoactive benzophenone groups are described. Each of these compounds was prepared in six steps from dimethylallyl alcohol. Substrate studies, inhibition kinetics, photoinactivation studies, and photolabeling experiments are also included; these experiments were performed with a number of protein prenyltransferases from different sources. A X-ray crystal structure of one of these analogues bound to rat farnesyltransferase illustrates that they are good substrate mimics. Of particular importance, these new analogues can be enzymatically incorporated into Pas-based peptide substrates allowing the preparation of molecules with photoactive isoprenoids that may serve as valuable probes for the study of prenylation function. Photoaffinity labeling of human protein geranylgeranyltransferase with P-32-labeled forms of these analogues suggests that the C-10 locus of bound geranylgeranyl diphosphate (GGPP) is in close proximity to residues from the beta -subunit of this enzyme. These results,clearly demonstrate the utility of these compounds as photoaffinity labeling analogues for the study of a variety of protein prenyltransferases and other enzymes that employ FPP or GGPP as their substrates.
• US8017596B2
  申请人：——

  公开号：US8017596B2

  公开（公告）日：2011-09-13
• Synthesis of vinyl pyrophosphonate analogues of farnesyl pyrophosphate: New potential inhibitors of farnesyl protein transferase
  作者：Ibrahim Zgani、Chantal Menut、Jean Louis Montéro

  DOI：10.1002/hc.10081

  日期：——

  The synthesis of new bioisosteric analogues of farnesyl pyrophosphate where a vinyl pyrophosphonate replaced the pyrophosphate moiety is described. These compounds have been prepared using a Horner–Wadsworth–Emmons procedure and a modified Michelson reaction. They have been evaluated for the inhibition of farnesyl protein transferase. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:654–661, 2002;

  描述了焦磷酸法呢酯的新生物等排类似物的合成，其中乙烯基焦磷酸酯取代了焦磷酸酯部分。这些化合物是使用 Horner-Wadsworth-Emmons 程序和改进的迈克尔逊反应制备的。已评估它们对法呢基蛋白转移酶的抑制作用。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:654–661, 2002; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10081