methyl 4-(o-hydroxyphenyl)-2,4-dioxobutanoate | 55386-79-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-(o-hydroxyphenyl)-2,4-dioxobutanoate
• 英文别名: 1,3-dioxo-1-(2-hydroxyphenyl)butyl methyl ester；methyl 4-(2-hydroxyphenyl)-2,4-dioxobutanoate；4-(2-Hydroxyphenyl)-2,4-dioxobutansaeuremethylester；methyl o-hydroxybenzoylpyruvate
• CAS: 55386-79-3
• 化学式: C₁₁H₁₀O₅
• mdl: MFCD01096171
• 分子量: 222.197
• InChiKey: RLAGNIDAPCQQAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  methyl 4-(o-hydroxyphenyl)-2,4-dioxobutanoate 在 proline p-dodecylphenylsulphonylhydrazide 、 水 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以87%的产率得到4-氧代-4H-苯并吡喃-2-羧酸甲酯
  参考文献：
  名称：

  Synthesis of functionalized chromones via organocatalysis

  摘要：

  A facile and versatile organocatalytic approach to access 2-substituted and 2,3-disubstituted chromone derivatives under mild conditions was developed, which was effectively catalyzed by novel proline phenylsulphonylhydrazide or pyrrolidine. As a result, diversely functionalized chromones were obtained in up to 99% yield. In addition, further modification of the corresponding chromones afforded novel polycyclic chromones. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.045
• 作为产物：
  描述：

  methyl 2-hydroxy-4-oxochroman-2-carboxylate 以 氘代氯仿 为溶剂， 反应 20.0h， 以42%的产率得到methyl 4-(o-hydroxyphenyl)-2,4-dioxobutanoate
  参考文献：
  名称：

  Bevan, Peter S.; Ellis, Gwynn P., Journal of the Chemical Society. Perkin transactions I, 1983, # 8, p. 1705 - 1709

  摘要：

  DOI：

文献信息

• Chemical inducers of neurogenesis
  申请人：Schneider Jay

  公开号：US20090036451A1

  公开（公告）日：2009-02-05

  The present invention relates to compounds and methods for inducing neuronal differentiation in normal neural stem cells and brain cancer stem cells. The methods may take place in vitro, such as in isolates from the adult mammalian brain, or in vivo. Compounds and methods described herein may find use in the treatment of neurodegenerative and psychiatric diseases, the repair and regeneration of the nervous system, and in treatment of neurologic malignancy.

  本发明涉及化合物和方法，用于诱导正常神经干细胞和脑癌干细胞的神经元分化。这些方法可以在体外进行，例如在成年哺乳动物大脑的分离物中，或在体内进行。本文描述的化合物和方法可能在治疗神经退行性和精神疾病、神经系统的修复和再生以及神经逻辑恶性肿瘤的治疗中发挥作用。
• Enantioselective Synthesis of Chromanones through Organocatalytic Tandem Reactions
  作者：Mengxue Lu、Xin Wang、Zongli Xiong、Jingxiang Duan、Wen Ren、Weijun Yao、Yi Xia、Zhen Wang

  DOI：10.1002/adsc.202001031

  日期：2020.12.8

  An enantioselective approach to lactone‐fused chromanone derivatives from 1‐(2‐hydroxyaryl)‐1,3‐diketones and α,β‐unsaturated aldehydes under mild conditions has been developed, which included organocatalytic stepwise Michael addition/ cycloketalization/hemiacetalization and followed by oxidation reaction. In the presence of chiral amine organocatalyst and an additional salicylic acid, a wide range

  已开发出在温和条件下对1-（2-羟基芳基）-1,3-二酮和α，β-不饱和醛与内酯融合的苯并二氢吡喃酮衍生物的对映选择性方法，包括逐步进行有机催化迈克尔加成/环缩酮化/半缩醛化氧化反应。在存在手性胺有机催化剂和其他水杨酸的情况下，可耐受多种1-（2-羟基芳基）-1,3-二酮和α，β-不饱和醛，从而提供了一系列内酯稠合的三环色酮三个高产量的连续立体中心，具有良好到极好的选择性（90-> 99％ee，> 19：1 dr）。
• Solvent dependent reactivities of di-, tetra- and hexanuclear manganese complexes: syntheses, structures and magnetic properties
  作者：Hua Yang、Fan Cao、Dacheng Li、Suyuan Zeng、You Song、Jianmin Dou

  DOI：10.1039/c4dt03822c

  日期：——

  H4ppha. Complex 5 is the first Mn6 cluster linked by two stacked, off-set 8-azametallacrown-3 subunits with [M–N–N–M–N–N–M–O] connectivity, and L4 derived from the esterification of L1. The magnetic behaviour of complexes 1–5 show the dominant antiferromagnetic interactions between metal centers, whereas complex 5 further reveals the coexistence of antiferromagnetic and ferromagnetic interactions, and

  五种锰配合物[Mn 2（L 1）2（Py）4 ]（1），[Mn 2（L 1）2（DMSO）4 ]（2），[Mn 4（L 2）4（OH）4 ]（3），[Mn 4（L 3）2（DMSO）7（H 2 O）]（4）和[Mn 6 O 2（L 4）4（OAc）2（OMe）2（DMSO）4 ]·MeOH]（5），（H 3 L 1 = 5-（2-氧苯基）-吡唑-3-羧酸； H 2 L 2 = 5-（2-氧苯基）-吡唑-3-羧酸酰胺； H 4 L 3＝二-[5-（2-氧苯基）-吡唑] -3-异羟肟酸酯； H 2 L 4＝ 5-（2-氧苯基）-吡唑-3-羧酸甲酯）的报道。通过X射线单晶衍射，IR，元素分析，热重分析和UV-vis光谱对五种配合物进行了表征。分析显示复合物1和2具有双金属六元环和L 1的同构结构，其中L 1来自原始H 4 ppha（H 4 ppha = 5-（2-羟基苯基）-吡唑-3-异羟肟酸）
• CHEMICAL INDUCERS OF NEUROGENESIS
  申请人：Schneider Jay

  公开号：US20130143885A1

  公开（公告）日：2013-06-06

  The present invention relates to compounds and methods for inducing neuronal differentiation in normal neural stem cells and brain cancer stem cells. The methods may take place in vitro, such as in isolates from the adult mammalian brain, or in vivo. Compounds and methods described herein may find use in the treatment of neurodegenerative and psychiatric diseases, the repair and regeneration of the nervous system, and in treatment of neurologic malignancy.

  本发明涉及化合物和方法，用于诱导正常神经干细胞和脑癌干细胞的神经元分化。这些方法可以在体外进行，例如从成年哺乳动物大脑中分离出来，也可以在体内进行。本文所描述的化合物和方法可以在神经退行性和精神疾病的治疗、神经系统的修复和再生以及神经逻辑恶性肿瘤的治疗中发挥作用。
• Synthesis of 1-aryl-2-[2-(dimethylamino)ethyl]-1,2-dihydrochromeno[2,3-c]pyrrole-3,9-diones and their analogs
  作者：R. N. Vydzhak、S. Ya. Panchishyn

  DOI：10.1134/s1070363210020222

  日期：2010.2

  Methyl o-hydroxybenzoylpyruvate heated with N,N-dimethylethylenediamine and aromatic aldehydes affords in a high yield 5-aryl-3-hydroxy-4-(2-hydroxyphenyl)-1-[2-(dimethylamino)ethyl]-1,5-dihydro-2H-pyrrol-2-ones, which easily split off water at boiling in acetic acid and are converted into 1-aryl-2-[(2-dimethylamino)ethyl]-1,2-dihydrochromeno[2,3-c]pyrrol-3,9-diones. The developed route of synthesis provides a wide range of derivatives of 1-aryl-2-[omega-(dialkylamino)alkyl]-1,2-dihydrochromeno[2,3-c]pyrrole-3,9-diones.