7-(trityloxy)heptanal | 433228-77-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 7-(trityloxy)heptanal
• 英文别名: 7-trityloxyheptanal
• CAS: 433228-77-4
• 化学式: C₂₆H₂₈O₂
• 分子量: 372.507
• InChiKey: FHCJRIYASTXBSN-UHFFFAOYSA-N

物化性质

• 沸点：
  489.5±33.0 °C(Predicted)
• 密度：
  1.058±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-(trityloxy)heptanal 在 吗啉 、 甲醇 、 potassium permanganate 、 四(三苯基膦)钯 、 对甲苯磺酸 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 丙酮 、 乙腈 为溶剂， 反应 31.0h， 生成
  参考文献：
  名称：

  New Antibacterial Agents Derived from the DNA Gyrase Inhibitor Cyclothialidine

  摘要：

  Cyclothialidine (1, Ro 09-1437) is a potent DNA gyrase inhibitor that was isolated from Streptomyces filipinensis NR0484 and is a member of a new family of natural products. It acts by competitively inhibiting the ATPase activity exerted by the B subunit of DNA gyrase but barely exhibits any growth inhibitory activity against intact bacterial cells, presumably due to insufficient permeation of the cytoplasmic membrane. To explore the antibacterial potential of 1, we developed a flexible synthetic route allowing for the systematic modification of its structure. From a first set of analogues, structure-activity relationships (SAR) were established for different substitution patterns, and the 14-hydroxylated, bicyclic core (X) of 1 seemed to be the structural prerequisite for DNA gyrase inhibitory activity. The variation of the lactone ring size, however, revealed that activity can be found among 11- to 16-membered lactones, and even seco-analogues were shown to maintain some enzyme inhibitory properties, thereby reducing the minimal structural requirements to a rather simple, hydroxylated benzyl sulfide (XI). On the basis of these "minimal structures" a modification program afforded a number of inhibitors that showed in vitro activity against Gram-positive bacteria. The best activities were displayed by 14-membered lactones, and representatives of this subclass exhibit excellent and broad in vitro antibacterial activity against Gram-positive pathogens, including Staphylococcus aureus, Streptococcus pyogenes, and Enterococcus faecalis, and overcome resistance against clinically used drugs. By improving the pharmacokinetic properties of the most active compounds (94, 97), in particular by lowering their lipophilic properties, we were able to identify congeners of cyclothialidine (1) that showed efficacy in vivo.

  DOI：

  10.1021/jm0310232
• 作为产物：
  描述：

  7-[(triphenylmethyl)oxy]heptanol 在 4-(N-t-butylchlorosulfinimidoyl)phenoxymethylpolystyrene 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到7-(trityloxy)heptanal
  参考文献：
  名称：

  聚合物负载的亚磺酰亚胺酰氯：一种方便的醇氧化试剂

  摘要：

  分别由氯甲基聚苯乙烯和聚苯乙烯制备了两种聚合物负载的亚磺酰亚胺酰氯，即 4-(N-叔丁基氯亚磺酰亚胺酰基)苯氧基甲基聚苯乙烯 (3) 和 4-(N-叔丁基氯亚磺酰亚胺酰基) 聚苯乙烯 (10)。使用这些聚合物负载的亚磺酰亚胺酰氯对各种伯醇和仲醇进行化学计量或催化氧化反应顺利进行，相应的醛和酮可以通过简单的后处理程序以良好到高的产率方便地制备。聚合物负载的氧化剂10在化学计量氧化后通过用N-氯代琥珀酰亚胺(NCS)氯化用过的聚合物11而重复循环。

  DOI：

  10.1246/bcsj.76.1433

文献信息

• Polymer-supported Sulfinimidoyl Chloride as a Useful Reagent for Oxidation of Various Alcohols to the Corresponding Carbonyl Compounds
  作者：Jun-ichi Matsuo、Asahi Kawana、Khanitha Pudhom、Teruaki Mukaiyama

  DOI：10.1246/cl.2002.250

  日期：2002.2

  Polymer-supported sulfinimidoyl chloride was prepared in four steps from chloromethyl polystyrene resin. Stoichiometric and catalytic oxidations of various alcohols to the corresponding carbonyl compounds were carried out cleanly by using the prepared polymer-bound oxidant.

  以氯甲基聚苯乙烯树脂为原料，分四步制备聚合物负载的亚磺酰亚胺酰氯。通过使用制备的聚合物结合氧化剂，将各种醇化学计量和催化氧化成相应的羰基化合物。
• Room Temperature Ambient Pressure (RTAP)-Hydroformylation in Water Using a Self-Assembling Ligand
  作者：Alexander T. Straub、Marina Otto、Ippei Usui、Bernhard Breit

  DOI：10.1002/adsc.201300258

  日期：2013.7.8

  We herein demonstrate a hydroformylation at room temperature and ambient pressure (RTAP) using our Rh/6‐DPPon (1) system in aqueous media. The hydrogen bonding network of the ligand backbone stays intact, exemplified by the excellent regioselectivity for the linear aldehyde. Various substrates with different functional groups (with some prone to hydrolysis) are stable under the applied conditions and

  我们在本文中证明了使用我们的Rh / 6-DPPon（1）系统在水性介质中在室温和环境压力（RTAP）下进行加氢甲酰化。配体主链的氢键网络保持完整，例如对线性醛具有出色的区域选择性。具有不同官能团（容易水解）的各种底物在所施加的条件下是稳定的，并且可以进行加氢甲酰化，从而获得良好的收率。