Methyl 2,2-dimethoxy-2-[3-(2-methoxy-2-oxoacetyl)phenyl]acetate | 1011299-51-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 2,2-dimethoxy-2-[3-(2-methoxy-2-oxoacetyl)phenyl]acetate
• CAS: 1011299-51-6
• 化学式: C₁₄H₁₆O₇
• 分子量: 296.277
• InChiKey: VXXDGVRUPCTERF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl 2,2-dimethoxy-2-[3-(2-methoxy-2-oxoacetyl)phenyl]acetate 在 sodium hydroxide 作用下， 以100%的产率得到
  参考文献：
  名称：

  Conformationally constrained diketopimelic acid analogues as inhibitors of dihydrodipicolinate synthase

  摘要：

  Dihydrodipicolinate synthase (DHDPS) is a key enzyme in lysine biosynthesis and a potential antibiotic target. The enzyme catalyses the condensation of (S)-aspartate semi-aldehyde (ASA) and pyruvate to form dihydrodipicolinate. Constrained diketopimelic acid derivatives have been designed as mimics of the acyclic enzyme-bound condensation product of ASA and pyruvate. Several of the compounds are shown to be active, slow-binding inhibitors with improved inhibition of DHDPS. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.108
• 作为产物：
  描述：

  甲醇 、 1,3-phenylenediglyoxylic acid 在 氢气 作用下， 以97%的产率得到Methyl 2-[3-(2-methoxy-2-oxoacetyl)phenyl]-2-oxoacetate
  参考文献：
  名称：

  Conformationally constrained diketopimelic acid analogues as inhibitors of dihydrodipicolinate synthase

  摘要：

  Dihydrodipicolinate synthase (DHDPS) is a key enzyme in lysine biosynthesis and a potential antibiotic target. The enzyme catalyses the condensation of (S)-aspartate semi-aldehyde (ASA) and pyruvate to form dihydrodipicolinate. Constrained diketopimelic acid derivatives have been designed as mimics of the acyclic enzyme-bound condensation product of ASA and pyruvate. Several of the compounds are shown to be active, slow-binding inhibitors with improved inhibition of DHDPS. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.108

文献信息

• Conformationally constrained diketopimelic acid analogues as inhibitors of dihydrodipicolinate synthase
  作者：Berin A. Boughton、Renwick C.J. Dobson、Juliet A. Gerrard、Craig A. Hutton

  DOI：10.1016/j.bmcl.2007.11.108

  日期：2008.1

  Dihydrodipicolinate synthase (DHDPS) is a key enzyme in lysine biosynthesis and a potential antibiotic target. The enzyme catalyses the condensation of (S)-aspartate semi-aldehyde (ASA) and pyruvate to form dihydrodipicolinate. Constrained diketopimelic acid derivatives have been designed as mimics of the acyclic enzyme-bound condensation product of ASA and pyruvate. Several of the compounds are shown to be active, slow-binding inhibitors with improved inhibition of DHDPS. (c) 2007 Elsevier Ltd. All rights reserved.