methyl 2,3-diphenyl-2-methylpropionate | 57625-75-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: methyl 2,3-diphenyl-2-methylpropionate
• 英文别名: Methyl 2-methyl-2,3-diphenylpropanoate
• CAS: 57625-75-9
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: RYMFNQQLIGNYCD-UHFFFAOYSA-N

物化性质

• 沸点：
  338.0±11.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  5
• 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：

  methyl 2,3-diphenyl-2-methylpropionate 在 盐酸 作用下， 以 水 为溶剂， 反应 8.0h， 生成 2-甲基-2,3-二苯基-丙酸
  参考文献：
  名称：

  镍催化的末端酰胺与脂肪酰胺中未活化的C（sp3）–H键的镍催化氧化偶联

  摘要：

  In this work, we demonstrated Ni-catalyzed oxidative coupling of unactivated C(sp(3))-H bonds with terminal alkynes for construction of C(sp(3))-C(sp) bonds to synthesize alkyl-substituted internal alkynes. Different amides exhibited good compatibility. Preliminary mechanistic studies were conducted to account for this alkynylation.

  DOI：

  10.1021/acs.organomet.6b00529
• 作为产物：
  描述：

  methyl 2,3-diphenyl-2-hydroxypropanate 在 吡啶 、 4-二甲氨基吡啶 、 sodium α-(dimethylamino)naphthalenide 作用下， 以 二氯甲烷 为溶剂， 反应 48.51h， 生成 methyl 2,3-diphenyl-2-methylpropionate
  参考文献：
  名称：

  Ester enolates from .alpha.-acetoxy esters. Synthesis of arylmalonic and .alpha.-arylalkanoic esters from aryl nucleophiles and .alpha.-keto esters

  摘要：

  DOI：

  10.1021/jo00145a017

文献信息

• Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins
  作者：Anas Alkayal、Volodymyr Tabas、Stephanie Montanaro、Iain A. Wright、Andrei V. Malkov、Benjamin R. Buckley

  DOI：10.1021/jacs.9b13305

  日期：2020.1.29

  The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches

  从烯烃等低价值材料中以选择性方式构建羧酸化合物仍然是合成化学家面临的长期挑战。特别是，β-加成到苯乙烯中是不发达的。在此，我们报告了一种新的电合成方法，用于烯烃的选择性加氢羧化，克服了当前过渡金属和光化学方法的局限性。所报道的方法允许以高度区域选择性的方式前所未有地直接获取衍生自 β,β-三取代烯烃的羧酸。
• 10.1021/acs.orglett.4c00920
  作者：Xie, Fenfen、Han, Fen、Su, Qian、Peng, Yulin、Jing, Linhai、Han, Pan

  DOI：10.1021/acs.orglett.4c00920

  日期：——

  2,3-Diaryl propanoic acids are important structures as a result of their widespread presence in numerous bioactive compounds. However, the limitations of existing synthetic techniques include the requirement for costly catalysts and limited substrates. Here, we developed a novel electroreductive arylcarboxylation of alkenes with CO2 based on a radical–polar crossover pathway assisted by easily accessible

  2,3-二芳基丙酸是重要的结构，因为它们广泛存在于许多生物活性化合物中。然而，现有合成技术的局限性包括需要昂贵的催化剂和有限的底物。在这里，我们开发了一种新型的烯烃与 CO 2的电还原芳基羧化反应，该反应基于自由基-极性交叉途径，并辅以易于获得的对苯二甲酸二甲酯作为还原介体。该方法将为2,3-二芳基丙酸的合成提供有效的策略。
• Synthesis and biological characterization of a series of novel diaryl amide M1 antagonists
  作者：Michael S. Poslusney、Christian Sevel、Thomas J. Utley、Thomas M. Bridges、Ryan D. Morrison、Nathan R. Kett、Douglas J. Sheffler、Colleen M. Niswender、J.S. Daniels、P.J. Conn、Craig W. Lindsley、Michael R. Wood

  DOI：10.1016/j.bmcl.2012.09.011

  日期：2012.11

  Utilizing a combination of high-throughput and multi-step synthesis, SAR in a novel series of M-1 acetylcholine receptor antagonists was rapidly established. The efforts led to the discovery the highly potent M-1 antagonists 6 (VU0431263), and 8f (VU0433670). Functional Schild analysis and radioligand displacement experiments demonstrated the competitive, orthosteric binding of these compounds; human selectivity data are presented. (C) 2012 Elsevier Ltd. All rights reserved.
• GHOSH, S.;PARDO, S. N.;SALOMON, R. G., J. ORG. CHEM., 1982, 47, N 24, 4692-4702
  作者：GHOSH, S.、PARDO, S. N.、SALOMON, R. G.

  DOI：——

  日期：——
• Nickel-Catalyzed Oxidative Coupling of Unactivated C(sp³)–H Bonds in Aliphatic Amides with Terminal Alkynes
  作者：Fei-Xian Luo、Zhi-Chao Cao、Hong-Wei Zhao、Ding Wang、Yun-Fei Zhang、Xing Xu、Zhang-Jie Shi

  DOI：10.1021/acs.organomet.6b00529

  日期：2017.1.9

  In this work, we demonstrated Ni-catalyzed oxidative coupling of unactivated C(sp(3))-H bonds with terminal alkynes for construction of C(sp(3))-C(sp) bonds to synthesize alkyl-substituted internal alkynes. Different amides exhibited good compatibility. Preliminary mechanistic studies were conducted to account for this alkynylation.