4-carbomethoxy-1-(4-methoxybenzyl)-2,3-dioxo-pyrrolidine | 263019-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 4-carbomethoxy-1-(4-methoxybenzyl)-2,3-dioxo-pyrrolidine
• 英文别名: Methyl 1-[(4-methoxyphenyl)methyl]-4,5-dioxopyrrolidine-3-carboxylate
• CAS: 263019-76-7
• 化学式: C₁₄H₁₅NO₅
• 分子量: 277.277
• InChiKey: QJVYQOHMXLTRTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-carbomethoxy-1-(4-methoxybenzyl)-2,3-dioxo-pyrrolidine 在 oxonium 、 N,N'-二环己基碳二亚胺 作用下， 生成 1-(4-Methoxy-benzyl)-2-oxo-azetidine-3-carboxylic acid benzylamide
  参考文献：
  名称：

  Synthesis and reactivity with β-lactamases of a monobactam bearing a retro-amide side chain

  摘要：

  The monobactam sodium 3-benzylcarbamoyl-2-oxo-1-azetidinesulfonate, bearing a retro (vs classical beta-lactam)-amide side chain, has been synthesized and the kinetics of its reaction with typical beta-lactamases studied. The new compound is generally a poorer substrate than the analogous compound with a normal side chain but its formation of a transiently stable complex with a class C beta-lactamase sustains the retro-amide side-chain concept. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.006
• 作为产物：
  描述：

  草酸二甲酯 、 4-甲氧基苄胺 、 丙烯酸甲酯（MA） 生成 4-carbomethoxy-1-(4-methoxybenzyl)-2,3-dioxo-pyrrolidine
  参考文献：
  名称：

  Synthesis and reactivity with β-lactamases of a monobactam bearing a retro-amide side chain

  摘要：

  The monobactam sodium 3-benzylcarbamoyl-2-oxo-1-azetidinesulfonate, bearing a retro (vs classical beta-lactam)-amide side chain, has been synthesized and the kinetics of its reaction with typical beta-lactamases studied. The new compound is generally a poorer substrate than the analogous compound with a normal side chain but its formation of a transiently stable complex with a class C beta-lactamase sustains the retro-amide side-chain concept. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.006

文献信息

• Naphtholactams and lactones as bone morphogenetic protein active agents
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US06030967A1

  公开（公告）日：2000-02-29

  A compound of the formula: wherein Q is an optionally substituted carbon atom or N(O)p wherein p is 0 or 1; Y is an optionally substituted methylene group, S(O)q wherein q is an integer of 0 to 2, or an optionally substituted imino group; Z.sup.1 is a C.sub.1-3 alkylene group which may have an oxo group or a thioxo group and may contain etherified oxygen or sulfur within the carbon chain; Z.sup.2 is an optionally substituted C.sub.1-3 alkylene group; Ar is an optionally substituted carbocyclic group or an optionally substituted heterocyclic group; one of R.sup.1 and R.sup.2 is a hydrogen atom, a halogen atom, a hydroxyl group, an optionally substituted lower alkyl group, or an optionally substituted lower alkoxy group; the other is a halogen atom, a hydroxyl group, an optionally substituted lower alkyl group, or an optionally substituted lower alkoxy group; or R.sup.1 and R.sup.2 taken together with adjacent --c.dbd.c-- form a ring; and ring A is a benzene ring which may be substituted in addition to R.sup.1 and R.sup.2 ; or a salt thereof.

  其中Q是一个可选择取代的碳原子或N(O)p，其中p为0或1；Y是一个可选择取代的亚甲基基团，S(O)q，其中q为0到2的整数，或一个可选择取代的亚胺基团；Z.sup.1是一个C.sub.1-3烷基基团，可能具有一个氧代基或硫代基，并且可能在碳链内含有醚化的氧或硫；Z.sup.2是一个可选择取代的C.sub.1-3烷基基团；Ar是一个可选择取代的碳环基团或一个可选择取代的杂环基团；R.sup.1和R.sup.2中的一个是氢原子，卤素原子，羟基，可选择取代的较低烷基基团，或可选择取代的较低烷氧基团；另一个是卤素原子，羟基，可选择取代的较低烷基基团，或可选择取代的较低烷氧基团；或R.sup.1和R.sup.2与相邻的--c.dbd.c--一起形成一个环；环A是一个苯环，除了R.sup.1和R.sup.2之外可能被取代；或其盐。
• US6030967A
  申请人：——

  公开号：US6030967A

  公开（公告）日：2000-02-29