[1-(3-nitro-phenyl)-3-oxo-3-phenyl-propyl]-malonic acid diethyl ester | 113651-72-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: [1-(3-nitro-phenyl)-3-oxo-3-phenyl-propyl]-malonic acid diethyl ester
• 英文别名: [1-(3-Nitro-phenyl)-3-oxo-3-phenyl-propyl]-malonsaeure-diaethylester；[α-(3-Nitro-phenyl)-β-benzoyl-aethyl]-malonsaeurediaethylester；β-(3-Nitro-phenyl)-γ-benzoyl-propan-α.α-dicarbonsaeurediaethylester；Diethyl 2-[1-(3-nitrophenyl)-3-oxo-3-phenylpropyl]propanedioate；diethyl 2-[1-(3-nitrophenyl)-3-oxo-3-phenylpropyl]propanedioate
• CAS: 113651-72-2
• 化学式: C₂₂H₂₃NO₇
• 分子量: 413.427
• InChiKey: AOJXKRPPAILAJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [1-(3-nitro-phenyl)-3-oxo-3-phenyl-propyl]-malonic acid diethyl ester 在 碘 、 氧气 、 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 以92%的产率得到
  参考文献：
  名称：

  在碘存在下，丙二酸酯与烯酮的迈克尔加成产物的碱控制的选择性转化

  摘要：

  据报道在碘存在下，丙二酸酯的迈克尔加成物与烯酮的有效的碱控制的选择性转化。分别使用DBU，Na 2 CO 3和NaOAc作为碱分别选择性地获得高度官能化的环丙烷，氧杂环丁烷和α-羟基丙二酸酯衍生物。O 2被确定对于氧杂环丁烷和α-羟基丙二酸酯衍生物的形成至关重要。

  DOI：

  10.1021/jo201879t
• 作为产物：
  描述：

  [乙酰氧基-(3-硝基苯基)甲基]乙酸酯 在 sodium hydroxide 、 二乙胺 作用下， 生成 [1-(3-nitro-phenyl)-3-oxo-3-phenyl-propyl]-malonic acid diethyl ester
  参考文献：
  名称：

  197.查耳酮和相关化合物。第二部分 在查耳酮体系中添加硫醇和酯

  摘要：

  DOI：

  10.1039/jr9570001015

文献信息

• A Mild, Efficient, and Green Procedure for Michael Addition of Active Methylene Compounds to Chalcones Under Microwave Irradiation
  作者：Satya Paul、Monika Gupta、Parvinder Pal Singh、Rajive Gupta、André Loupy

  DOI：10.1081/scc-200048473

  日期：2005.1

  Abstract A simple, rapid, and highly efficient method has been developed for the Michael addition of active methylene compounds to chalcones using potassium carbonate and water under microwave irradiation. The method is totally exempt of organic solvents, and pure products were obtained in good to excellent yields. This method can be used for the parallel synthesis and further scale‐up to 50 mmol of

  摘要 开发了一种简单、快速、高效的方法，用于在微波辐射下使用碳酸钾和水将活性亚甲基化合物迈克尔加成到查耳酮。该方法完全免除有机溶剂，得到纯产品，收率良好至极好。该方法可用于平行合成并进一步放大至 50 mmol 底物。
• Highly Efficient Mechanochemical Reactions of 1,3-Dicarbonyl Compounds with Chalcones and Azachalcones Catalyzed by Potassium Carbonate
  作者：Guan-Wu Wang、Ze Zhang、Ya-Wei Dong、Koichi Komatsu

  DOI：10.1055/s-2003-43350

  日期：——

  Under the high-speed vibration milling conditions, K2CO3 was found to be a very efficient catalyst for the solvent-free Michael reactions of 1,3-dicarbonyl compounds with chalcones and azachalcones. In most cases, conventional side reactions were avoided and thus excellent yields were achieved. The influences of other catalysts and the vibration frequency on the Michael reaction were investigated.

  在高速振动研磨条件下，发现K2CO3是一种非常有效的催化剂，能够无溶剂地促进1,3-二酮化合物与查尔酮和阿扎查尔酮之间的迈克尔反应。在大多数情况下，避免了常规的副反应，从而实现了优异的产率。研究了其他催化剂和振动频率对迈克尔反应的影响。
• Solvent-Controlled Oxidative Cyclization for Divergent Synthesis of Highly Functionalized Oxetanes and Cyclopropanes
  作者：Yang Ye、Chen Zheng、Renhua Fan

  DOI：10.1021/ol9012102

  日期：2009.7.16

  An efficient solvent-controlled oxidative cyclization of Michael adducts of malonates with chalcones with the combination of iodosobenzene and tetrabutylammonium iodide is reported. Highly functionalized oxetanes and cyclopropanes were divergently synthesized in moderate to excellent yields with high diastereoselectivity.

  报道了碘代苯和碘化四丁基铵的组合物对丙二酸酯与查耳酮的迈克尔加合物的有效溶剂控制的氧化环化反应。高官能度的氧杂环丁烷和环丙烷以中等到极好的收率和高非对映选择性发散地合成。
• Sustainable control of iodine deficiency in Iran: Beneficial results of the implementation of the mandatory law on salt iodization
  作者：F. Azizi、R. Sheikholeslam、M. Hedayati、P. Mirmiran、H. Malekafzali、M. Kimiagar、M. Pajouhi

  DOI：10.1007/bf03344029

  日期：2002.5

  Iodine deficiency disorders (IDD) were prevalent in the Islamic Republic (IR) of IRAN before 1989, when the national salt iodization program with 40 mg l/k of salt was initiated. Despite a comprehensive IDD control program, less than 50% of the households in rural areas consumed iodized salt by 1994. A law for the mandatory production of iodized salt for households was passed in 1994. The purpose of this study was to evaluate goiter status and urinary iodine excretion 2 yr after this law was implemented. In each of 26 provinces, 30 groups of 40 schoolchildren, total 36,178, were examined for goiter and classified according to World Health Organization (WHO) classification. Urinary iodine excretion was measured in 2,917 children by digestion method. Goiter was endemic in all provinces, but the majority were small (grade 1) goiter. Median urinary iodine was 20.5 mug/dl 85.1% had urinary iodine greater than or equal to10 mug/dl. Median urinary iodine was above 13 mug/dl in all 26 provinces. In all provinces the percentage of schoolchildren with urinary iodine <5 μg/dl was less than 16%. In nine provinces the median urinary iodine was between 13 to 20 gμ/dl; urinary iodine of their schoolchildren was <5 mug/dl in 10.8% and <2 μg/dl in 6-9%. No significant difference was observed between boys and girls or children of rural and urban regions in urinary iodine excretion. We conclude that 7 yr after the beginning of salt iodization and 2 yr following mandatory iodized salt consumption, urinary iodine excretion is adequate in schoolchildren; considering the data of the percent of households consuming iodized salt and programmatic setting of the IDD program, The IR of Iran has reached a sustainable control program for iodine deficiency.
• Kohler, Hill, Bigelow, Journal of the American Chemical Society, 1917, vol. 39, p. 2414
  作者：Kohler, Hill, Bigelow

  DOI：——

  日期：——