diethyl 3,3-diphenylpropane-1,1-dicarboxylate | 81113-23-7

• 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: diethyl 3,3-diphenylpropane-1,1-dicarboxylate
• 英文别名: (2,2-Diphenylethyl)malonsaeure-diethylester；Diethyl 2-(2,2-diphenylethyl)propanedioate
• CAS: 81113-23-7
• 化学式: C₂₁H₂₄O₄
• 分子量: 340.419
• InChiKey: RDMPQGJWQBLTJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  150-152 °C(Press: 0.01 Torr)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 3,3-diphenylpropane-1,1-dicarboxylate 生成 4,4-二苯基丁酸
  参考文献：
  名称：

  The mechanisms of decomposition of the 1- and 2-phenyltetralin radical cations

  摘要：

  AbstractMechanisms for decomposition of 1‐ and 2‐phenyltetralins were investigated using low resolution mass spectrometry and metastable ion techniques. Four primary decompositions were observed for 1‐phenyltetralin radical cations: (1) the loss of C6H6 via a 1,4‐elimination; (2) the elimination of ethene via competing losses from carbons 3 + 4 and carbons 2 + 3; (3) the loss of C8H8, probably through a stepwise Diels‐Alder cycloreversion to expel styrene; and (4) the loss of methyl radical involving carbon 2 and possibly carbon 4. Three major decompositions were observed for 2‐phenyltetralin radical cations: (1) the loss of C8H8, possibly through a Diels‐Alder cycloreversion to expel styrene; (2) the loss of C6H6 via a 1,3 elimination; and (3) the loss of methyl radical from carbon 1. Various exchange reactions occur prior to these losses, but they proved to be incomplete even for metastable ions.

  DOI：

  10.1002/oms.1210180307
• 作为产物：
  描述：

  二苯甲酮 在 potassium phosphate 、 2,4,5,6-四(9H-咔唑-9-基)异酞腈 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 反应 16.5h， 生成 diethyl 3,3-diphenylpropane-1,1-dicarboxylate
  参考文献：
  名称：

  布朗斯台德碱/光氧化还原催化三组分与丙二酸酯偶联合成 δ-羟基酯和 δ-酮酯

  摘要：

  多组分烯烃 1,2-二碳官能化 (DCF) 已成为一种强大的策略，可一步快速将两个碳亚基跨在一个 C—C 双键上，从而增强分子的复杂性和多样性。据我们所知，只有一篇关于光氧化还原催化丙二酸三组分DCF通过自由基-自由基交叉偶联的报道，而光氧化还原催化丙二酸自由基-极性交叉（RPC）型DCF仍然很少见。在此，我们描述了通过协同布朗斯台德碱/光氧化还原催化系统，苯乙烯与丙二酸酯和醛的氧化还原中性RPC型1,2-二烷基化。这种无过渡金属的策略为多种δ-羟基酯提供了一种高效、清洁的方法，并且还具有异常温和的条件、底物范围和官能团的广泛兼容性以及高原子经济性。此外，通过这种RPC型偶联和随后的双电子氧化过程，以一锅法从相同的起始原料实现了三组分1,2-烷基酰化，提供了一组在药物研究中感兴趣的δ-酮酯。

  DOI：

  10.1002/cjoc.202300683

文献信息

• Development of Brønsted Base–Photocatalyst Hybrid Systems for Highly Efficient C–C Bond Formation Reactions of Malonates with Styrenes
  作者：Sebastian Baś、Yasuhiro Yamashita、Shu̅ Kobayashi

  DOI：10.1021/acscatal.0c02716

  日期：2020.9.18

  developed for reactions of malonates with styrene derivatives. The concept of this process lies in the photo-oxidation of catalytic amounts of the enolate to form reactive radicals that react with alkene double bonds under mild reaction conditions. This is an example of visible-light-activated C–C bond formation reactions of malonates with alkenes to realize high atom economy under very mild reaction conditions

  已开发出布朗斯台德碱-光催化剂混合体系，用于丙二酸酯与苯乙烯衍生物的反应。该方法的概念在于催化量的烯醇化物的光氧化以形成在温和的反应条件下与烯烃双键反应的反应性自由基。这是丙二酸酯与烯烃的可见光活化C–C键形成反应的一个示例，该反应在非常温和的反应条件下无需使用任何过渡金属催化剂即可实现高原子经济性。
• 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。
• α-Naphthol synthesis via knoevenagel condensation in the presence of molecular sieves
  作者：Giles A. Taylor

  DOI：10.1039/p19810003132

  日期：——

  malonate, ethyl acetoacetate, and ethyl benzoylacetate under Knoevenagel conditions in the presence of molecular sieves to give the 1-naphthols (2), (5), and (6). Glass wool is a less effective catalyst for formation of (2). 3,3-Diethoxycarbonyl-1,1-diphenylpropene (4) is converted into the naphthol (2) in high yield by heating with molecular sieves but its saturated analogue (3) is unaffected.

  在分子筛存在下，在Knoevenagel条件下，二苯乙醛与丙二酸二乙酯，乙酰乙酸乙酯和苯甲酰乙酸乙酯缩合，得到1-萘酚（2），（5）和（6）。玻璃棉是形成（2）的不太有效的催化剂。通过与分子筛加热，将3，3-二乙氧基羰基-1，1-二苯基丙烯（4）以高收率转化为萘酚（2），但其饱和类似物（3）不受影响。
• Giese, Bernd; Horler, Hans; Leising, Michael, Chemische Berichte, 1986, vol. 119, # 2, p. 444 - 452
  作者：Giese, Bernd、Horler, Hans、Leising, Michael

  DOI：——

  日期：——
• N-, α-, and β-Substituted 3-Aminopropionic acids: design, syntheses and antiseizure activities
  作者：C.Y.K Tan、D Wainman、D.F Weaver

  DOI：10.1016/s0968-0896(02)00330-9

  日期：2003.1

  A treatment for epilepsy is proposed based on analogues of 3-aminopropionic acid (beta-alanine), a putative neurotransmitter in the central nervous system (CNS). A model three point pharmacophore was proposed based on modelling data obtained from the study of antagonists for both the glial gamma-aminobutyric acid (GABA)-uptake site and the glycine co-agonist site of N-methyl-D-aspartate (NMDA) receptor. Three series of 3-aminopropionic acids containing, N-, alpha-, and beta-substituents, were designed and synthesized to probe the position and the size of a lipophilic binding pocket within the proposed pharmacophore. These analogues were tested in vivo for both their antiseizure activities and their neurologic toxicities. Among the fourteen novel 3-aminopropionic acids synthesized, eight were found to have promising antiseizure activity. This study shows that substitution on the N-terminus confers the greatest antiseizure activity, particularly against pilocarpine-induced seizures. (C) 2002 Elsevier Science Ltd. All rights reserved.