1-(triphenylmethoxy)-4-chloro-cis-2-butene | 166533-16-0

• 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: 1-(triphenylmethoxy)-4-chloro-cis-2-butene
• 英文别名: [[(Z)-4-chlorobut-2-enoxy]-diphenylmethyl]benzene
• CAS: 166533-16-0
• 化学式: C₂₃H₂₁ClO
• 分子量: 348.872
• InChiKey: SKLVRCRYKVNAEX-KHPPLWFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(triphenylmethoxy)-4-chloro-cis-2-butene 在 lithium aluminium tetrahydride 、 氰化钠 、 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 139.0h， 生成 (Z)-2-Allyl-6-trityloxy-hex-4-en-1-ol
  参考文献：
  名称：

  Application of a Ring Closing Metathesis Based Linker to the Solid Phase Synthesis of Oligosaccharides

  摘要：

  设计了一种连接剂，使得树脂结合的低聚糖在其1-O-烯丙基衍生物形式下通过环闭合易位反应介导的裂解成为可能。通过三氯乙酰亚胺酯途径进行的固相合成低聚糖的这一新型连接系统表现出了极具前景的结果。

  DOI：

  10.1055/s-1999-2930
• 作为产物：
  描述：

  (Z)-4-(trityloxy)but-2-en-1-ol 在 2,4,6-三甲基吡啶 、 甲基磺酰氯 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 1-(triphenylmethoxy)-4-chloro-cis-2-butene
  参考文献：
  名称：

  Application of a Ring Closing Metathesis Based Linker to the Solid Phase Synthesis of Oligosaccharides

  摘要：

  设计了一种连接剂，使得树脂结合的低聚糖在其1-O-烯丙基衍生物形式下通过环闭合易位反应介导的裂解成为可能。通过三氯乙酰亚胺酯途径进行的固相合成低聚糖的这一新型连接系统表现出了极具前景的结果。

  DOI：

  10.1055/s-1999-2930

文献信息

• Immobilization of Theophylline on Medical-Grade Polyurethane Inhibits Surface-Induced Activation of Blood Platelets
  作者：Johan M. H. Kuijpens、Georgette A. Kardaun、Ron Blezer、A. Paul Pijpers、Leo H. Koole

  DOI：10.1021/ja00139a001

  日期：1995.8

  Conjugate molecule 2, in which theophylline and a 4-azidobenzoyl group are separated by a short spacer chain, was adsorbed onto polyurethane sheets and subsequently irradiated with ultraviolet light. The resulting photoreaction at the polymer surface led to immobilization of theophylline. The modified polymer surface thus obtained was subjected to different physico-chemical experiments, i.e., X-ray photoelectron spectroscopy, attenuated total reflection infrared spectroscopy, and water contact-angle measurements. These experiments clearly pointed out that theophylline is linked to and exposed at the surface of the modified polymer. In addition, the modified surface was subjected to various in vitro biochemical tests, i.e. (i) a thrombogenicity assay in which the surface was contacted with either platelet-rich blood plasma (PRP) or platelet-free blood plasma (PFP), and formation of thrombin was monitored as a function of time and (ii) studies focussed on adhesion of blood platelets to the surface, both in a static system, and under flow conditions, The latter experiments were conducted with a parallel-plate flow chamber. The biochemical rests revealed that the modification leads to a marked increase of the lag-time for surface-induced thrombin formation provided that PRP was used in the test (experimental lag-times for the modified surface and the untreated control: ca. 1270 and 576 s, respectively). Using PFP, the fag-times of the modified and untreated surfaces do not differ substantially (698 and 549 s, respectively), Studying adhesion of blood platelets in a static set-up, the modified surface showed adhesion of only few platelets with nearly unchanged morphology, whereas extensive adsorption of activated platelets (evident from spreading and formation of pseudopods) was found for the untreated control surface. These observations were made with scanning electron microscopy. The experiments with the parallel-plate flow chamber showed adhesion of approximately 30.000 platelets per square cm of the modified surface, for shear rates in the range 12.5-300 s(-1). The density of adhered platelets for the untreated surface was found to be higher by one order of magnitude.
• Application of a Ring Closing Metathesis Based Linker to the Solid Phase Synthesis of Oligosaccharides
  作者：Laurent Knerr、Richard R. Schmidt

  DOI：10.1055/s-1999-2930

  日期：1999.11

  A linker allowing a ring closing metathesis mediated cleavage of resin bound oligosaccharides in the form of their 1-O-allyl derivatives was designed. This new linker system for the solid phase synthesis of oligosaccharides via the trichloroacetimidate approach demonstrated highly promising results.

  设计了一种连接剂，使得树脂结合的低聚糖在其1-O-烯丙基衍生物形式下通过环闭合易位反应介导的裂解成为可能。通过三氯乙酰亚胺酯途径进行的固相合成低聚糖的这一新型连接系统表现出了极具前景的结果。