methyl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate | 327602-41-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate
• 英文别名: maleimidocaproic acid-monomethyl ester；1H-Pyrrole-1-hexanoic acid, 2,5-dihydro-2,5-dioxo-, methyl ester；methyl 6-(2,5-dioxopyrrol-1-yl)hexanoate
• CAS: 327602-41-5
• 化学式: C₁₁H₁₅NO₄
• 分子量: 225.244
• InChiKey: PRJFISFMYWMXNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  5-methyl-2-phenyloxazole 、 methyl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 水 、 copper(II) acetate monohydrate 、 双三氟甲烷磺酰亚胺银盐 、 三甲基乙酸 作用下， 以 2,2,2-三氟乙醇 为溶剂， 以62 %的产率得到methyl 6-(1,3,5-trioxo-4-(2-oxopropyl)-1,3,4,5-tetrahydro-2H-pyrrolo[3,4-c]isoquinolin-2-yl)hexanoate
  参考文献：
  名称：

  高选择性构建氮杂稠合吡咯并异喹啉衍生物

  摘要：

  报道了一种新型 Rh(III) 催化的级联 C−H 活化/环化/亲核攻击/2-苯基恶唑与马来酰亚胺的迈克尔加成，用于通过条件控制高选择性地构建吡咯并异喹啉衍生物。在该反应中，恶唑被用作导向基团和潜在的功能化试剂，H 2 O 是亲核试剂。该协议的显着特点包括原子经济性和高度区域选择性。

  DOI：

  10.1002/ejoc.202201267
• 作为产物：
  描述：

  6-氨基己酸 在 4-二甲氨基吡啶 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 methyl 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate
  参考文献：
  名称：

  高选择性构建氮杂稠合吡咯并异喹啉衍生物

  摘要：

  报道了一种新型 Rh(III) 催化的级联 C−H 活化/环化/亲核攻击/2-苯基恶唑与马来酰亚胺的迈克尔加成，用于通过条件控制高选择性地构建吡咯并异喹啉衍生物。在该反应中，恶唑被用作导向基团和潜在的功能化试剂，H 2 O 是亲核试剂。该协议的显着特点包括原子经济性和高度区域选择性。

  DOI：

  10.1002/ejoc.202201267

文献信息

• 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。
• C–O Coupling/[4+2] Cycloaddition Tandem Reactions via Oxidative Dearomatization of BINOLs: Access to Bridged Polycyclic Compounds
  作者：Hao Liu、Zi-Rong Gong、Meng-Ling Lin、Wen Luo、Yan-Jun Xu、Lin Dong

  DOI：10.1021/acs.joc.2c02817

  日期：2023.3.17

  coupling, dearomatization, and [4+2] cycloaddition of BINOL units have been well developed in a one-pot approach with maleimide derivatives as the dienophiles. This tandem catalytic system generates a variety of functionalized bridged polycyclic products in a step-economical manner, which greatly enriches the modification methods and strategies for the BINOL skeletons.

  BINOL 单元的分子内 C-H 活化/C-O 偶联、脱芳构化和 [4+2] 环加成已在马来酰亚胺衍生物作为亲二烯体的一锅法中得到很好的发展。该串联催化体系以经济的方式生成多种功能化的桥接多环产物，极大地丰富了BINOL骨架的修饰方法和策略。
• PROCESS FOR PRODUCING POLYMERIZABLE POLYBRANCHED POLYESTER
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP1582548A1

  公开（公告）日：2005-10-05

  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）的分子末端引入可聚合的不饱和双键来生产可聚合的超支化聚酯，超支化聚酯多元醇（A）是通过缩合聚合多羟基一羧酸得到的，其中至少有两个羟基，与羧基相邻的碳原子是饱和碳原子，并且所述碳原子上的氢原子全部被取代、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）在至少一种酯交换催化剂（C）（选自二烷基氧化锡和链烷氧基）的存在下进行酯交换反应、不引起副反应，如端羟基与超支化聚酯多元醇（A）的可聚合不饱和双键的亲核加成反应，或可聚合不饱和双键的热聚合反应。使用具有可聚合不饱和双键（B）的羧酸烷基酯进行酯交换反应，可高效生产可聚合超支化聚酯，该烷基酯可作为工业原料轻松获得，且不会通过水解等方式改变超支化聚酯多元醇（A）分子链的原始骨架结构。
• Antibody-drug-conjugate and its use for the treatment of cancer
  申请人：PIERRE FABRE MEDICAMENT

  公开号：US10912841B2

  公开（公告）日：2021-02-09

  The present invention relates to an antibody-drug-conjugate. From one aspect, the invention relates to an anti-body-drug-conjugate comprising an antibody capable of binding to a Target, said antibody being conjugated to at least one drug selected from derivatives of dolastatin 10 and auristatins. The invention also comprises method of treatment and the use of said anti-body-drug-conjugate for the treatment of cancer.

  本发明涉及一种抗体-药物共轭物。从一个方面来说，本发明涉及一种抗抗体-药物-共轭物，该共轭物由能够与靶标结合的抗体组成，所述抗体与至少一种选自多拉他汀 10 和曙红的衍生物的药物共轭。本发明还包括治疗癌症的方法和使用所述抗抗体-药物-共轭物的方法。
• [EN] METHOD FOR PREPARING ANTIBODY-DRUG CONJUGATE INTERMEDIATE BY MEANS OF ACID METHOD AND APPLICATION THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN INTERMÉDIAIRE CONJUGUÉ ANTICORPS-MÉDICAMENT AU MOYEN D'UN PROCÉDÉ ACIDE ET SON UTILISATION<br/>[ZH] 一种酸法制备抗体药物偶联物中间体的方法及其应用
  申请人：MABPLEX INT CO LTD

  公开号：WO2021056754A1

  公开（公告）日：2021-04-01

  一种酸法制备抗体药物偶联物中间体的方法，该方法采用酸性添加剂，使得单甲基auristatin衍生物变成盐之后参与反应，酸性添加剂的加入能够显著的提高最终产物的产率，且酸的价格低廉，大大降低最终ADC产物的生产成本。