4,4-Diphenyl-buttersaeure-methylester | 10347-50-9

• 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: 4,4-Diphenyl-buttersaeure-methylester
• 英文别名: Methyl 4,4-diphenylbutanoate
• CAS: 10347-50-9
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: KONORNDPKQTLGG-UHFFFAOYSA-N

物化性质

• 沸点：
  190-192 °C(Press: 12 Torr)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  4,4-Diphenyl-buttersaeure-methylester 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 24.0h， 生成 4,4-diphenylbutyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  New 1,3-dioxolane and 1,3-dioxane derivatives as effective modulators to overcome multidrug resistance

  摘要：

  Multidrug resistance (MDR) to antitumor agents represents a major obstacle to a successful chemotherapy of cancer. Overexpression of P-glycoprotein (p-gp) seems to be the major factor responsible for MDR. A large number of chemically unrelated compounds are known to interact with p-gp resulting in a decreasing resistance. In our efforts related to structure-activity studies of new potential MDR reversal agents we synthesized a series of compounds that differ in the aromatic core structure, the linker, and the basic moiety. For our search of new aromatic core structures we synthesized novel 2,2-diphenyl-1,3-dioxolane, 2,2- diphenyl-1,3-dioxane, and 4,5-diphenyl-1,3-dioxolane derivatives. A range of lipophilic linker structures and protonable basic moieties were synthesized and investigated to optimize the structure of the potential MDR-modulators. The compounds were tested in vitro using human Caco-2 cells. Both the cytotoxicity of the synthons and their ability to resensitize the cells were determined with a MTT assay. The results show that at low concentration various substances reverse tumor cell MDR. Some of the new structures show better effects than established modulators like trifluoperazine. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.024
• 作为产物：
  描述：

  2-(2,2-二苯基乙基)丙二酸 在 硫酸 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 4,4-Diphenyl-buttersaeure-methylester
  参考文献：
  名称：

  New 1,3-dioxolane and 1,3-dioxane derivatives as effective modulators to overcome multidrug resistance

  摘要：

  Multidrug resistance (MDR) to antitumor agents represents a major obstacle to a successful chemotherapy of cancer. Overexpression of P-glycoprotein (p-gp) seems to be the major factor responsible for MDR. A large number of chemically unrelated compounds are known to interact with p-gp resulting in a decreasing resistance. In our efforts related to structure-activity studies of new potential MDR reversal agents we synthesized a series of compounds that differ in the aromatic core structure, the linker, and the basic moiety. For our search of new aromatic core structures we synthesized novel 2,2-diphenyl-1,3-dioxolane, 2,2- diphenyl-1,3-dioxane, and 4,5-diphenyl-1,3-dioxolane derivatives. A range of lipophilic linker structures and protonable basic moieties were synthesized and investigated to optimize the structure of the potential MDR-modulators. The compounds were tested in vitro using human Caco-2 cells. Both the cytotoxicity of the synthons and their ability to resensitize the cells were determined with a MTT assay. The results show that at low concentration various substances reverse tumor cell MDR. Some of the new structures show better effects than established modulators like trifluoperazine. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.024

文献信息

• Development of efficient palladium catalysts for alkoxycarbonylation of alkenes
  作者：Jiawang Liu、Kaiwu Dong、Robert Franke、Helfried Neumann、Ralf Jackstell、Matthias Beller

  DOI：10.1039/c8cc07470d

  日期：——

  report a general and efficient Pd-catalysed alkoxycarbonylation of sterically hindered and demanding olefins including a variety of tri-, tetra-substituted and 1,1-disubstituted alkenes. In the presence of 1,3-bis(tert-butyl(pyridin-2-yl)phosphanyl)propane L3 or 1,4-bis(tert-butyl(pyridin-2-yl)phosphanyl)butane L4 the desired esters are obtained in good yields and selectivities. Similar transformation

  在本文中，我们报道了空间受阻和苛刻的烯烃（包括各种三，四取代和1,1-二取代的烯烃）的一般有效的Pd催化烷氧基羰基化反应。在1，3-双（叔丁基（吡啶-2-基）膦酰基）丙烷L3或1，4-双（叔丁基（吡啶-2-基）膦酰基）丁烷L4的存在下，获得所需的酯。具有良好的收率和选择性。如MTBE羰基化为相应的线性酯所显示的，使用叔醚以高收率和选择性获得了类似的转化。
• Photochemical addition of tertiary amines to electrophilic cyclopropanes via single electron transfer
  作者：Hideo Tomioka、Hiroshi Miyagawa

  DOI：10.1039/c39880001183

  日期：——

  Irradiation of arylcyclopropanes bearing at least one electron-withdrawing group with a tertiary amine in acetonitrile resulted in the formation of the regioselective addition product of the amine along with the reduction product.

  在乙腈中用叔胺辐照带有至少一个吸电子基团的芳基环丙烷会导致胺的区域选择性加成产物与还原产物一起形成。
• Ｓ１Ｐ３受容体拮抗薬
  申请人：トーアエイヨー株式会社

  公开号：JP2005247691A

  公开（公告）日：2005-09-15

  PROBLEM TO BE SOLVED: To obtain a compound having selective SIP3 receptor antagonism and a medicine containing the same.

  SOLUTION: The medicine comprises an aminopropionic acid derivative represented by general formula (1) (R1is a hydrogen atom or a lower alkyl group; R2is formula A; A is CO or CH2; E is an oxygen atom or an NR4; R3is a lower alkyl group or formula B; G is CH, a nitrogen atom or a phosphorus atom; J is an oxygen atom or a sulfur atom; R4is a hydrogen atom or a lower alkyl group; R5, R6and R7are each the same or different and a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a nitro group or a haloalkyl group; m is an integer of 1-8; n is an integer of 1-5) or its pharmaceutically permissible salt as an active ingredient.

  COPYRIGHT: (C)2005,JPO&NCIPI

  需要解决的问题：获得具有选择性SIP3受体拮抗作用的化合物和含有该化合物的药物。 解决方案：所述药物包含一种由通式（1）表示的氨基丙酸衍生物（其中R1为氢原子或较低的烷基；R2为公式A；A为CO或CH2；E为氧原子或NR4；R3为较低的烷基或公式B；G为CH、氮原子或磷原子；J为氧原子或硫原子；R4为氢原子或较低的烷基；R5、R6和R7分别相同或不同，为氢原子、较低的烷基、较低的烷氧基、卤素原子、硝基或卤代烷基；m为1-8的整数；n为1-5的整数），或其药学上可接受的盐作为活性成分。 版权所有：（C）2005，JPO&NCIPI
• Goldschmidt,S.; Beer,L., Justus Liebigs Annalen der Chemie, 1961, vol. 641, p. 40 - 50
  作者：Goldschmidt,S.、Beer,L.

  DOI：——

  日期：——
• Wittig, Chemische Berichte, 1931, vol. 64, p. 437,442, 443
  作者：Wittig

  DOI：——

  日期：——