2-[(methoxy)methoxy]-2H-isoindol-1(3H),3-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[(methoxy)methoxy]-2H-isoindol-1(3H),3-dione
• 英文别名: 2-(methoxymethoxy)isoindoline-1,3-dione；N-methoxymethoxyphthalimide；N-methoxymethyloxyphthalimide；2-(Methoxymethoxy)isoindole-1,3-dione
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: ZOKLLTMXPSYFMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(methoxy)methoxy]-2H-isoindol-1(3H),3-dione 在 一水合肼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 以71%的产率得到O-methoxymethylhydroxylamine
  参考文献：
  名称：

  Studies on Anti-MRSA Parenteral Cephalosporins. I. Synthesis and Antibacterial Activity of 7.BETA.-[2-(5-Amino-1,2,4-thiadiazol-3-yl)-2(Z)-hydroxyiminoacetamido]-3-(substituted imidazo [1,2-b]-pyridazinium-1-yl)methyl-3-cephem-4-carboxylates and Related Compounds.

  摘要：

  为了提高cefozopran (CZOP) 对耐甲氧西林金黄色葡萄球菌 (MRSA) 的抗菌活性，我们开始了化学修饰，引入一个2-(5-氨基-1, 2, 4-噻二唑-3-基)-2(Z)-羟亚氨基乙酰基团在C-7位，以及一个3位或6位取代的咪唑[1, 2-b]吡啶鎓或5位取代的咪唑[1, 2-a]吡啶鎓基团在C-3'位。尽管这种方法成功地将CZOP对MRSA的抗性提高了两到八倍，但对包括铜绿假单胞菌在内的革兰氏阴性菌的活性略有下降。在这些新衍生物中，3-(6-氨基咪唑[1, 2-b]吡啶鎓-1-基)甲基-7β-[2-(5-氨基-1, 2, 4-噻二唑-3-基)-2(Z)-羟亚氨基乙酰氨基]-3-头孢烯-4-羧酸酯(44a)表现出了对MRSA和革兰氏阴性菌的活性之间的优良平衡。

  DOI：

  10.7164/antibiotics.53.1053
• 作为产物：
  描述：

  乙二醇二甲醚 、 N-羟基邻苯二甲酰亚胺 在 copper nitrate trihydrate 、 氧气 作用下， 以 乙腈 为溶剂， 反应 14.0h， 以42%的产率得到2-[(methoxy)methoxy]-2H-isoindol-1(3H),3-dione
  参考文献：
  名称：

  硝酸铜催化的未活化的醚和烷烃的C（sp 3）–H键与N-羟基邻苯二甲酰亚胺的氧化偶联：N-羟基酰亚胺酯的合成

  摘要：

  已经描述了N-羟基邻苯二甲酰亚胺（NHPI）与醚/烷烃之间的硝酸铜催化的交叉脱氢偶联反应。通过使用简单的绿色分子氧作为氧化剂，可以顺利完成反应，为有效合成N-烷氧基邻苯二甲酰亚胺提供了一种选择。另外，发现当将叔丁基醚用作底物时，以中等至优异的产率获得了意想不到的N-羟基酰亚胺酯衍生物。为了进一步理解这种不寻常的转化，进行了对照实验并提出了合理的机制。

  DOI：

  10.1039/c7ob02249b

文献信息

• Studies on Anti-MRSA Parenteral Cephalosporins. I. Synthesis and Antibacterial Activity of 7.BETA.-[2-(5-Amino-1,2,4-thiadiazol-3-yl)-2(Z)-hydroxyiminoacetamido]-3-(substituted imidazo [1,2-b]-pyridazinium-1-yl)methyl-3-cephem-4-carboxylates and Related Compounds.
  作者：TOMOYASU ISHIKAWA、YIJJI IIZAWA、KENJI OKONOGI、AKIO MIYAKE

  DOI：10.7164/antibiotics.53.1053

  日期：——

  In order to improve the antibacterial activity of cefozopran (CZOP) against methicillin-resistant Staphylococcus aureus (MRSA), we initiated chemical modification to introduce a 2-(5-amino-1, 2, 4-thiadiazol-3-yl)-2(Z)-hydroxyimino acetyl group at the C-7 position and a 3- or 6-substituted imidazo[1, 2-b]pyridazinium or 5-substituted imidazo[1, 2-a]pyridmium group at the C-3' position. Although this approach successfully enhanced the anti-MRSA activity of CZOP two to eight times, a slight decrease in the activity against Gram-negative bacteria including Pseudomonas aeruginosa was involved. Among the novel derivatives, 3-(6-aminoimidazo[1, 2-b]pyridazinium-1-yl)methyl-7β-[2-(5-amino-1, 2, 4-thiadiazol-3-yl)-2(Z)-hydroxyiminoacetamido]-3-cephem-4-carboxylate (44a) showed an excellent balance of activity against MRSA and Gram-negative bacteria.

  为了提高cefozopran (CZOP) 对耐甲氧西林金黄色葡萄球菌 (MRSA) 的抗菌活性，我们开始了化学修饰，引入一个2-(5-氨基-1, 2, 4-噻二唑-3-基)-2(Z)-羟亚氨基乙酰基团在C-7位，以及一个3位或6位取代的咪唑[1, 2-b]吡啶鎓或5位取代的咪唑[1, 2-a]吡啶鎓基团在C-3'位。尽管这种方法成功地将CZOP对MRSA的抗性提高了两到八倍，但对包括铜绿假单胞菌在内的革兰氏阴性菌的活性略有下降。在这些新衍生物中，3-(6-氨基咪唑[1, 2-b]吡啶鎓-1-基)甲基-7β-[2-(5-氨基-1, 2, 4-噻二唑-3-基)-2(Z)-羟亚氨基乙酰氨基]-3-头孢烯-4-羧酸酯(44a)表现出了对MRSA和革兰氏阴性菌的活性之间的优良平衡。
• Process for the preparation of substituted phenols
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP1967505A1

  公开（公告）日：2008-09-10

  A substituted phenolic compound is prepared by oxidizing a substituted diarylethane compound with oxygen in the presence of a nitrogen-containing cyclic compound, and treating the oxidized product with an acid. The nitrogen-containing cyclic compound includes, as a constituent of its ring, a skeleton represented by following Formula (I): wherein X is oxygen atom or an -OR group, where R is hydrogen atom or a hydroxyl-protecting group. The substituted diarylethane compound is represented by following Formula (1): wherein each of Ring Ar1 and Ring Ar2 is independently a monocyclic or polycyclic aromatic carbocyclic ring; Y1 is an electron-donating group; Y2 is an electron-withdrawing group; "p" is an integer of 1 or more; and "q" is an integer of 0 or more. The substituted phenolic compound is represented by following Formula (2): wherein Ring Ar1, Y1, and "p" are as defined above.

  一种取代酚化合物是通过在含氮环化合物存在下氧化取代二芳乙烷化合物制备的，并且用酸处理氧化产物。含氮环化合物包括其环中的一个组分是由以下式（I）表示的骨架：其中X是氧原子或-OR基团，其中R是氢原子或羟基保护基团。取代二芳乙烷化合物由以下式（1）表示：其中Ar1环和Ar2环中的每一个独立地是单环或多环芳香碳环；Y1是电子给予基团；Y2是电子吸引基团；“p”是1或更多的整数；“q”是0或更多的整数。取代酚化合物由以下式（2）表示：其中Ar1环，Y1和“p”如上定义。
• METHOD FOR PRODUCING OXIDE
  申请人：DAICEL CORPORATION

  公开号：US20160159722A1

  公开（公告）日：2016-06-09

  Provided is a method of oxidizing a substrate with excellent oxidizing power to yield a corresponding oxide. The method can employ a commercially available imide compound as intact as a catalyst and can produce the oxide in a high yield under mild conditions. A method for producing an oxide according to the present invention includes performing oxidation of a substrate in the presence of oxygen and ozone under catalysis of an imide compound to yield a corresponding oxide. The imide compound has a cyclic imide skeleton represented by Formula (I). In the formula, n is selected from 0 and 1; and X is selected from an oxygen atom and an —OR group, where R is selected from hydrogen and a hydroxy-protecting group.

  提供了一种氧化底物以产生相应氧化物的方法，该方法可以利用商业可获得的亚酰胺化合物作为催化剂，并在温和条件下高产率地产生氧化物。根据本发明的一种制备氧化物的方法包括在氧气和臭氧的存在下，在亚酰胺化合物的催化下对底物进行氧化，以产生相应的氧化物。该亚酰胺化合物具有由式（I）表示的环状亚酰胺骨架。在该式中，n选择自0和1；X选择自氧原子和—OR基团，其中R选择自氢和羟基保护基团。
• Process for producing azine compounds and oxime compounds
  申请人：——

  公开号：US20030204084A1

  公开（公告）日：2003-10-30

  A process comprising allowing a peroxide compound represented by following Formula (2): 1 wherein R a , R b , R c and R d are the same or different and are each a hydrogen atom or a hydrocarbon group, and wherein R a and R b , R c and R d may be combined to form a ring together with the adjacent carbon atom, respectively, to react with ammonia and water to yield an azine compound represented by following Formula (3): 2 wherein R a , R b , R c and R d have the same meanings as defined above, or oxime compounds represented by following Formulae (4 a ) and/or (4 b ): 3 wherein R a , R b , R c and R d have the same meanings as defined above, in the presence of a nitrogen-containing cyclic compound constitutively having a skeleton represented by following Formula (A) in its ring: 4 wherein X is one of an oxygen atom and an —OR group, and wherein R is one of a hydrogen atom and a hydroxyl-protecting group. This process can produce an oxime compound or an azine compound useful as a material for oxime compounds from low-cost materials by easy and simple procedures.

  一种过程包括允许由以下式（2）表示的过氧化物化合物：其中Ra、Rb、Rc和Rd相同或不同，每个都是氢原子或烃基，且Ra和Rb、Rc和Rd可以分别与相邻的碳原子结合形成环，以与氨和水反应生成由以下式（3）表示的偶氮化合物：其中Ra、Rb、Rc和Rd的含义与上述定义相同，或者在具有以下式（A）中的环中具有骨架的含氮环化合物的存在下生成由以下式（4a）和/或（4b）表示的肟化合物：其中Ra、Rb、Rc和Rd的含义与上述定义相同，在X为氧原子和-OR基团之一，R为氢原子和羟基保护基团之一的情况下。该过程可以通过简单易行的步骤从低成本材料中产生用作肟化合物材料的肟化合物或偶氮化合物。
• PROCESS FOR PRODUCING AROMATIC CARBOXYLIC ACID
  申请人：Shibamoto Akihiro

  公开号：US20110071313A1

  公开（公告）日：2011-03-24

  A process for allowing an oxidation reaction efficiently to produce an object aromatic carboxylic acid with an efficient productivity by improving a catalyst activity even in the presence of a relatively small amount of a catalyst is provided. The process comprises oxygen-oxidizing an aromatic compound having an alkyl group and/or an alkylene group as a substrate in the presence of a catalyst containing a cyclic imino unit having an N—OR group (wherein R represents a hydrogen atom or a protecting group for a hydroxyl group) and a transition metal co-catalyst (a cobalt compound, a manganese compound, and a zirconium compound) to produce the aromatic carboxylic acid corresponding to the aromatic compound. The oxidation reaction is carried out with feeding a mixture of the catalyst and at least one member selected from the group consisting of the substrate, a reaction intermediate (e.g., a ketone and an aldehyde), and a reaction product (e.g., water and an aromatic carboxylic acid) successively or continuously to the oxidation reaction system. The oxidation reaction may usually be carried out in the absence of a reaction solvent. The reaction may be conducted with removing water produced by the reaction from the reaction system.

  提供了一种使氧化反应能够高效产生一种芳香羧酸对象的过程，通过改善催化剂的活性，即使在存在相对少量催化剂的情况下也能实现高效产出。该过程包括在催化剂的存在下，氧氧化具有烷基基团和/或烷烯基团的芳香化合物作为底物，其中催化剂含有具有N—OR基团（其中R代表氢原子或羟基的保护基团）的环状亚胺单元和过渡金属辅助催化剂（钴化合物，锰化合物和锆化合物），以产生与芳香化合物相对应的芳香羧酸。氧化反应是通过将催化剂和底物、反应中间体（例如酮和醛）以及反应产物（例如水和芳香羧酸）的混合物连续或逐步地加入氧化反应系统中来进行的。通常可以在没有反应溶剂的情况下进行氧化反应。反应可以通过从反应系统中除去反应产生的水来进行。