N,N-maleoyl-glycine ethyl ester | 57079-04-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N-maleoyl-glycine ethyl ester
• 英文别名: N-(Ethoxycarbonylmethyl)maleimide；Ethyl-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1)-acetat；Ethyl 2-(2,5-dioxopyrrol-1-yl)acetate
• CAS: 57079-04-6
• 化学式: C₈H₉NO₄
• 分子量: 183.164
• InChiKey: APWRAEFIWMXQDD-UHFFFAOYSA-N

物化性质

• 熔点：
  89-90 °C(Solv: water (7732-18-5))
• 沸点：
  299.0±23.0 °C(Predicted)
• 密度：
  1.307±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-maleoyl-glycine ethyl ester 、 N-叔丁基-2,5-二甲基苯甲酰胺 在 palladium diacetate 、 silver carbonate 、 N-乙酰甘氨酸 作用下， 以62%的产率得到ethyl 2-(7-(tert-butylcarbamoyl)-5-methyl-1,3-dioxo-3,3a,8,8a-tetrahydroindeno[1,2-c]pyrrol-2(1H)-yl)acetate
  参考文献：
  名称：

  钯催化 [3 + 2] 芳族酰胺与马来酰亚胺通过双 C-H 活化环化

  摘要：

  报道了钯催化的 [3 + 2] 取代芳族酰胺与马来酰亚胺的环化反应，通过弱羰基螯合以良好至中等收率提供三环杂环分子。该反应通过双 C-H 键激活进行，其中第一个 C-H 激活选择性地发生在苄基位置，然后在间位发生第二个 C-H 键激活以提供五元环。外部配体 Ac-Gly-OH 已被用于在该协议中取得成功。已经为 [3 + 2] 环化反应提出了一个似是而非的反应机制。

  DOI：

  10.1021/acs.orglett.3c00251
• 作为产物：
  描述：

  马来酰亚胺 、 乙醇酸乙酯 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以33%的产率得到N,N-maleoyl-glycine ethyl ester
  参考文献：
  名称：

  SAR and 3D-QSAR Studies on Thiadiazolidinone Derivatives:  Exploration of Structural Requirements for Glycogen Synthase Kinase 3 Inhibitors

  摘要：

  The 2,4-disubstituted thiadiazolidinones (TDZD) are described as the first ATP-noncompetitive GSK-3 inhibitors. Following an SAR study about TDZD, different structural modifications in the heterocyclic ring aimed to test the influence of each heteroatom on the biological study are here reported here. Various compounds such as hydantoins, dithiazolidindiones, rhodanines, maleimides, and triazoles were synthesized and screened as GSK-3 inhibitors. After an extensive SAR study among these different heterocyclic families, TDZDs have been revealed as a privileged scaffold for the selective inhibition of GSK-3. A CoMFA analysis was also performed highlighting the molecular electrostatic field interaction in the interaction of TDZDs with GSK-3. Moreover, first mapping studies indicate two binding modes which in turn might imply relevant differences in the mechanism that underly the inhibitory activity of TDZDs.

  DOI：

  10.1021/jm040895g

文献信息

• Enzyme inhibitors
  申请人：——

  公开号：US20030195238A1

  公开（公告）日：2003-10-16

  Compounds of general formula (I): 1 where A, E, G, X, Y and the bond - - - take various meanings are of use in the preparation of a pharmaceutical formulation, for example in the treatment of a disease in which GSK-3 is involved, including Alzheimer's disease or the non-dependent insulin diabetes mellitus, or hyperproliferative disease such as cancer, displasias or metaplasias of tissue, psoriasis, arteriosclerosis or restenosis.

  通式（I）的化合物： 其中A、E、G、X、Y和键- - - 取不同含义，在制备药物配方中有用，例如在治疗涉及GSK-3的疾病中，包括阿尔茨海默病或非依赖胰岛素糖尿病，或高增殖性疾病，如癌症、组织发育不良或异型增生、银屑病、动脉硬化或再狭窄症。
• Process for producing polymerizable polybranched polyester
  申请人：Hayakawa Hitoshi

  公开号：US20060047140A1

  公开（公告）日：2006-03-02

  The present invention allows the production of a polymerizable hyperbranched polyester by introducing polymerizable unsaturated double bonds into the molecular terminals of a hyperbranched polyester polyol (A), which is obtained by condensation polymerization a polyhydroxy monocarboxylic acid in which there are at least two hydroxyl groups, the carbon atom adjacent to the carboxy group is saturated carbon atom, and the hydrogen atoms on said carbon atom are all substituted, by reacting the hyperbranched polyester polyol (A) and an alkyl ester of a carboxylic acid having a polymerizable unsaturated double bond (B) by a transesterification in the presence of at least one type of transesterification catalyst (C) selected from the group consisting of a dialkyl tin oxide and a stanoxane, without causing side reactions such as nucleophilic addition reactions of terminal hydroxyl groups to polymerizable unsaturated double bonds of the hyperbranched polyester polyol (A), or thermal polymerization of the polymerizable unsaturated double bonds. The polymerizable hyperbranched polyester can be produced at high efficiency using a transesterification that uses as an alkyl ester of a carboxylic acid having a polymerizable unsaturated double bond (B), which is easily obtained as an industrial raw material, and without altering the original backbone structure of the molecular chains of the hyperbranched polyester polyol (A) by hydrolysis and so forth.

  本发明通过在超支化聚酯多元醇（A）的分子端引入可聚合不饱和双键，从而允许生产可聚合的超支化聚酯。超支化聚酯多元醇（A）是通过缩聚至少含有两个羟基的聚羟基一元羧酸（羧基相邻的碳原子是饱和碳原子，该碳原子上的氢原子均被取代）而获得的。在至少一种转酯化催化剂（C）的存在下，通过将超支化聚酯多元醇（A）和具有可聚合不饱和双键的羧酸烷基酯（B）进行酯交换反应，而不引起末端羟基对超支化聚酯多元醇（A）的可聚合不饱和双键的亲核加成反应或热聚合反应等副反应，就可以高效地生产可聚合的超支化聚酯。使用作为工业原料易于获得的具有可聚合不饱和双键的羧酸烷基酯（B）进行酯交换反应，无需通过水解等改变超支化聚酯多元醇（A）的分子链的原始骨架结构。
• RESIN COMPOSITION AND SEMICONDUCTOR DEVICE PRODUCED USING RESIN COMPOSITION
  申请人：Kawana Takashi

  公开号：US20130158188A1

  公开（公告）日：2013-06-20

  A resin composition of the present invention includes a maleimide derivative (A) represented by a general formula (1) and a bis-maleimide compound (B) represented by a general formula (2). In the general formula (1), R1 represents a straight chain or branched alkylene group having 1 or more carbon atoms, R2 represents a straight chain or branched alkyl group having 5 or more carbon atoms, and the sum of carbon atoms of R1 and R2 is 10 or less. In the general formula (2), X1 represents —O—, —COO—, or -—OCOO—R3, represents a straight chain or branched alkylene group having 1 to 5 carbon atoms, R4 represents a straight chain or branched alkylene group having 3 to 6 carbon atoms, and m is an integer of 1 or more and 50 or less.

  本发明的树脂组合物包括由通式（1）表示的马来酰亚胺衍生物（A）和由通式（2）表示的双马来酰亚胺化合物（B）。在通式（1）中，R1表示具有1个或多个碳原子的直链或支链烷基，R2表示具有5个或更多碳原子的直链或支链烷基，R1和R2的碳原子总数为10或更少。在通式（2）中，X1表示—O—，—COO—或—OCOO—，R3表示具有1至5个碳原子的直链或支链烷基，R4表示具有3至6个碳原子的直链或支链烷基，m是1或更多且50或更少的整数。
• Resin composition and semiconductor device produced using resin composition
  申请人：Kawana Takashi

  公开号：US08754178B2

  公开（公告）日：2014-06-17

  A resin composition of the present invention includes a maleimide derivative (A) represented by a general formula (1) and a bis-maleimide compound (B) represented by a general formula (2). In the general formula (1), R1 represents a straight chain or branched alkylene group having 1 or more carbon atoms, R2 represents a straight chain or branched alkyl group having 5 or more carbon atoms, and the sum of carbon atoms of R1 and R2 is 10 or less. In the general formula (2), X1 represents —O—, —COO—, or —OCOO—, R3 represents a straight chain or branched alkylene group having 1 to 5 carbon atoms, R4 represents a straight chain or branched alkylene group having 3 to 6 carbon atoms, and m is an integer of 1 or more and 50 or less.

  本发明的树脂组合物包括由通式（1）表示的马来酰亚胺衍生物（A）和由通式（2）表示的双马来酰亚胺化合物（B）。在通式（1）中，R1表示具有1个或多个碳原子的直链或支链烷基基团，R2表示具有5个或更多碳原子的直链或支链烷基基团，R1和R2的碳原子总数为10或以下。在通式（2）中，X1表示—O—、—COO—或—OCOO—，R3表示具有1至5个碳原子的直链或支链烷基基团，R4表示具有3至6个碳原子的直链或支链烷基基团，m为1或更多且50或以下的整数。
• Visible-Light-Induced Hydrogen Atom Transfer En Route to Exocylic Alkenylation of Cyclic Ethers Enabled by Electron Donor–Acceptor Complex
  作者：Tanumoy Mandal、Sanju Das、Rohan Maji、Suman De Sarkar

  DOI：10.1021/acs.orglett.3c03099

  日期：2023.10.27

  An electron donor–acceptor (EDA)-triggered hydrogen atom transfer (HAT) process is developed for the efficient generation of an α-alkoxy radical from cyclic ethers to synthesize exocyclic alkenylated ethers with exclusive E-selectivity. A judiciously chosen donor–acceptor pair (DABCO and maleimide) serves as the desired HAT reagent under visible light irradiation without using any photocatalyst or

  开发了一种电子供体-受体（EDA）触发的氢原子转移（HAT）工艺，用于从环醚有效生成α-烷氧基自由基，以合成具有独特E选择性的环外烯基化醚。明智选择的供体-受体对（DABCO 和马来酰亚胺）在可见光照射下充当所需的 HAT 试剂，无需使用任何光催化剂或过氧化物。探索了多种底物以证明这种交叉脱氢转化的多种适用性和实际可行性。详细的机理研究揭示了氧化环境下的自由基反应途径。