4-碘苯磺酸苯酯 | 408336-17-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-碘苯磺酸苯酯
• 英文名称: 4-iodophenyl benzenesulfonate
• 英文别名: benzenesulfonic acid-(4-iodo-phenyl ester)；Benzolsulfonsaeure-(4-jod-phenylester)；4-Iodophenyl phenylsulfonate；(4-iodophenyl) benzenesulfonate
• CAS: 408336-17-4
• 化学式: C₁₂H₉IO₃S
• 分子量: 360.172
• InChiKey: YLHYSWMPMSPTTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-碘苯磺酸苯酯 、 2-丙炔-1-醇 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 反应 2.0h， 以92%的产率得到4-(3-hydroxy-1-propynyl)phenyl benzenesulfonate
  参考文献：
  名称：

  Catalytic asymmetric hetero-Diels–Alder route to a key intermediate for the synthesis of calyxin L

  摘要：

  A catalytic asymmetric formal synthesis of diarylheptanoid natural product calyxin L has been achieved by incorporating an enantio- and diastereoselective hetero-Diels-Alder (HDA) reaction, a Suzuki-Miyaura coupling, and a stereocontrolled catalytic hydrogenation of 2,4,6-trisubstituted dihydropyran as the key steps. The HDA reaction between 4-(4-benzyloxyphenyl)-2-triethylsilyloxy-1,3-butadiene and (4-benzenesulfonyloxyphenyl)propynal catalyzed by dirhodium(II) tetrakis[(R)-3-(benzene-fused-phthalimido)-2-piperidinonate], Rh-2(R-BPTPI)(4), provided cis-2,6-disubstituted tetrahydropyran-4-one in 91% yield with 91% ee. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.10.025
• 作为产物：
  描述：

  4-碘苯酚 、 苯磺酰氯 在 sodium hydroxide 作用下， 生成 4-碘苯磺酸苯酯
  参考文献：
  名称：

  The Bone Morphogenetic Proteins Antagonist Noggin Inhibits Membranous Ossification

  摘要：

  骨形态发生蛋白（BMPs）在骨折修复过程中表达和分泌。虽然这一过程可能需要这些蛋白，但人们对它们在骨再生中的生理作用知之甚少。Noggin 是一种能特异性结合多种 BMPs 并使其失活的蛋白质。通过这种 BMP 失活活性，它在早期胚胎发育和肢体形态发生过程中发挥着重要作用。这项研究表明，Noggin 可以改变成年动物体内的骨形成，从而间接表明 BMP 信号在这一过程中不可或缺。本研究使用了一种经过设计的 Noggin 静音素（hNgΔB2-Fc），以提高其生物利用率。为 70 只大鼠植入了双侧钛骨腔，并对骨腔中的骨形成情况进行了侧面比较。hNgΔB2-Fc对骨室中形成的组织总量没有影响，但与缓冲对照组和由Fc标记的IL-6Rα蛋白组成的对照组相比，骨量有所减少，而后者本身没有影响。此外，野生型 noggin 也会抑制骨形成。因此，正常的骨再生需要内源性 BMP 信号。

  DOI：

  10.1359/jbmr.2001.16.3.497

文献信息

• The Bone Morphogenetic Proteins Antagonist Noggin Inhibits Membranous Ossification
  作者：Per Aspenberg、Charlotte Jeppsson、Aris N. Economides

  DOI：10.1359/jbmr.2001.16.3.497

  日期：——

  Bone morphogenetic proteins (BMPs) are expressed and secreted during fracture repair. Although they are likely to be required for this process, little is known about their physiological role in bone regeneration. Noggin is a protein that specifically binds and inactivates several BMPs. It plays fundamental roles during early embryonal development and limb morphogenesis by this BMP‐inactivating activity. This study shows that Noggin can modify bone formation in vivo in the adult animal and, thus, indirectly, that BMP signaling is indispensable in this process. A noggin mutein (hNgΔB2‐Fc) engineered so as to display increased bioavailability was used. Bilateral titanium bone chambers were inserted in 70 rats, and side comparisons for bone formation in the chambers were done. The hNgΔB2‐Fc had no effect on total amount of tissue formed in the chamber but decreased the amount of bone compared with both buffer controls and a control made up of an Fc‐tagged IL‐6Rα protein, which had no effects of its own. Also, wild‐type noggin inhibited bone formation. Thus, endogenous BMP signaling is necessary for normal bone regeneration.

  骨形态发生蛋白（BMPs）在骨折修复过程中表达和分泌。虽然这一过程可能需要这些蛋白，但人们对它们在骨再生中的生理作用知之甚少。Noggin 是一种能特异性结合多种 BMPs 并使其失活的蛋白质。通过这种 BMP 失活活性，它在早期胚胎发育和肢体形态发生过程中发挥着重要作用。这项研究表明，Noggin 可以改变成年动物体内的骨形成，从而间接表明 BMP 信号在这一过程中不可或缺。本研究使用了一种经过设计的 Noggin 静音素（hNgΔB2-Fc），以提高其生物利用率。为 70 只大鼠植入了双侧钛骨腔，并对骨腔中的骨形成情况进行了侧面比较。hNgΔB2-Fc对骨室中形成的组织总量没有影响，但与缓冲对照组和由Fc标记的IL-6Rα蛋白组成的对照组相比，骨量有所减少，而后者本身没有影响。此外，野生型 noggin 也会抑制骨形成。因此，正常的骨再生需要内源性 BMP 信号。
• Catalytic asymmetric hetero-Diels–Alder route to a key intermediate for the synthesis of calyxin L
  作者：Takuya Washio、Hisanori Nambu、Masahiro Anada、Shunichi Hashimoto

  DOI：10.1016/j.tetasy.2007.10.025

  日期：2007.10

  A catalytic asymmetric formal synthesis of diarylheptanoid natural product calyxin L has been achieved by incorporating an enantio- and diastereoselective hetero-Diels-Alder (HDA) reaction, a Suzuki-Miyaura coupling, and a stereocontrolled catalytic hydrogenation of 2,4,6-trisubstituted dihydropyran as the key steps. The HDA reaction between 4-(4-benzyloxyphenyl)-2-triethylsilyloxy-1,3-butadiene and (4-benzenesulfonyloxyphenyl)propynal catalyzed by dirhodium(II) tetrakis[(R)-3-(benzene-fused-phthalimido)-2-piperidinonate], Rh-2(R-BPTPI)(4), provided cis-2,6-disubstituted tetrahydropyran-4-one in 91% yield with 91% ee. (c) 2007 Elsevier Ltd. All rights reserved.