heptanedioic acid benzyl ester 2-trimethylsilanylethyl ester | 153824-26-1

• 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: heptanedioic acid benzyl ester 2-trimethylsilanylethyl ester
• 英文别名: benzyl 2-(trimethylsilyl)ethyl pimelate；7-O-benzyl 1-O-(2-trimethylsilylethyl) heptanedioate
• CAS: 153824-26-1
• 化学式: C₁₉H₃₀O₄Si
• 分子量: 350.53
• InChiKey: BXCJFDFSPZXQNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  24.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  heptanedioic acid benzyl ester 2-trimethylsilanylethyl ester 在 palladium on activated charcoal 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 20.0h， 生成
  参考文献：
  名称：

  Antibody Interference with N-Acyl Homoserine Lactone-Mediated Bacterial Quorum Sensing

  摘要：

  Many bacterial pathogens coordinate their virulence factor expression in a cell density-dependent manner. This population-dependent coordination of gene expression in bacteria has been termed "quorum sensing" (QS). N-Acyl homoserine lactones (AHLs) are used by over 70 Gram-negative bacterial species as autoinducers. Inhibition of QS signaling might represent a new target for antimicrobial therapy. Here we report the hapten design, synthesis, generation of monoclonal antibodies (mAbs) against AHLs, and the evaluation of these mAbs for their ability to blunt QS signaling and inhibit virulence factor expression in P. aeruginosa. The mAbs can be envisioned as a tool for future investigations into AHL-based QS, which may aid in gaining new insights into the pathogenesis of P. aeruginosa and may ultimately lead to the development of new strategies to combat bacterial diseases.

  DOI：

  10.1021/ja0578698
• 作为产物：
  描述：

  pimelic acid monobenzyl ester 在 吡啶 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 heptanedioic acid benzyl ester 2-trimethylsilanylethyl ester
  参考文献：
  名称：

  Kita, Yasuyuki; Maeda, Hiroshi; Takahashi, Fumie, Journal of the Chemical Society. Perkin transactions I, 1993, # 21, p. 2639 - 2650

  摘要：

  DOI：

文献信息

• A convenient synthesis of dicarboxylic monoesters using isopropenyl esters: synthesis of oxaunomycin derivatives
  作者：Yasuyuki Kita、Hiroshi Maeda、Fumie Takahashi、Seiji Fukui

  DOI：10.1039/c39930000410

  日期：——

  Reaction of various types of alcohols with a novel type of acylating agent, the isopropenyl esters 2a–e in the presence of a catalytic amount of conc. sulfuric acid or toluene-p-sulfonic acid followed by selective deprotection of the terminal ester gives the monoesters 5a–i in good yields.

  各种类型的醇与新型酰基化剂异丙烯酯2a-e在催化量的浓硫酸或对甲苯磺酸存在下反应，随后选择性地脱除末端酯，可以高产率得到单酯5a-i。