(3-iodopropane-1,1-diyl)dibenzene | 61035-61-8

• 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: (3-iodopropane-1,1-diyl)dibenzene
• 英文别名: 3,3-diphenyl-1-iodo-propane；3,3-Diphenylpropyl iodide；(3-iodo-1-phenylpropyl)benzene
• CAS: 61035-61-8
• 化学式: C₁₅H₁₅I
• 分子量: 322.189
• InChiKey: FWKBANOGYFQQFY-UHFFFAOYSA-N

物化性质

• 沸点：
  345.2±31.0 °C(Predicted)
• 密度：
  1.455±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (3-iodopropane-1,1-diyl)dibenzene 在 sodium hydride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 20.33h， 生成 5,5-diphenylpentanoic acid
  参考文献：
  名称：

  Exploring the synthetic potential of a marine transaminase including discrimination at a remote stereocentre

  摘要：

  1-氨基四氢萘和1-氨基茚烷的转氨基化反应，在反应位置和远程立体中心的立体化学差异。

  DOI：

  10.1039/d0ob01848a
• 作为产物：
  描述：

  乐卡地平相关化合物1 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以1.55 g的产率得到(3-iodopropane-1,1-diyl)dibenzene
  参考文献：
  名称：

  Potent Heterocyclic Ligands for Human Complement C3a Receptor

  摘要：

  The G-protein coupled receptor (C3aR) for human inflammatory protein complement C3a is an important component of immune, inflammatory, and metabolic diseases. A flexible compound (N2-[(2,2-diphenylethoxy)acetyl]-l-arginine, 4), known as a weak C3aR antagonist (IC50 mu M), was transformed here into potent agonists (EC50 nM) of human macrophages (Ca2+ release in HMDM) by incorporating aromatic heterocycles. Antagonists were also identified. A linear correlation between binding affinity for C3aR and calculated hydrogen-bond interaction energy of the heteroatom indicated that its hydrogen-bonding capacity influenced ligand affinity and function mediated by C3aR. Hydrogen-bond accepting heterocycles (e.g., imidazole) conferred the highest affinity and agonist potency (e.g., 21, EC50 24 nM, Ca2+, HMDM) with comparable efficacy and immunostimulatory activity as that of C3a in activating human macrophages (Ca2+, IL1 beta, TNF alpha, CCL3). These potent and selective modulators of C3aR, inactivated by a C3aR antagonist, are stable C3a surrogates for interrogating roles for C3aR in physiology and disease.

  DOI：

  10.1021/jm500956p

文献信息

• Rhodium-Catalyzed Carbonylative Coupling of Alkyl Halides with Phenols under Low CO Pressure
  作者：Han-Jun Ai、Hai Wang、Chong-Liang Li、Xiao-Feng Wu

  DOI：10.1021/acscatal.0c00933

  日期：2020.5.1

  A rhodium-catalyzed carbonylative transformation of alkyl halides under low pressure of CO has been developed. This robust catalyst system allows using phenols as the carbonylative coupling partner and, meanwhile, exhibits high functional group tolerance and good chemoselectivity. Substrates even with a large steric hindrance group or multiple reaction sites can be selectively converted into the desired

  已经开发了在CO的低压下铑催化烷基卤的羰基化转化。这种强大的催化剂体系允许使用酚类作为羰基偶合伴侣，同时具有较高的官能团耐受性和良好的化学选择性。甚至具有大的位阻基团或多个反应位点的底物也可以以良好或优异的产率选择性地转化为所需产物。进行了克级实验，并交付了几乎定量的产品。还进行了对照实验，并提出了可能的反应机理。
• Nucleophilic Difluoromethylation of Primary Alkyl Halides Using Difluoromethyl Phenyl Sulfone as a Difluoromethyl Anion Equivalent
  作者：G. K. Surya Prakash、Jinbo Hu、Ying Wang、George A. Olah

  DOI：10.1021/ol048166i

  日期：2004.11.1

  efficient nucleophilic difluoromethylation of primary alkyl halides has been disclosed through a novel nucleophilic substitution-reductive desulfonylation strategy, using difluoromethyl phenyl sulfone as a difluoromethyl anion ("CF(2)H(-)") equivalent.

  通过使用二氟甲基苯基砜作为二氟甲基阴离子（“ CF（2）H（-）”）等价物的新颖的亲核取代-还原性脱磺酰化策略，已经公开了伯烷基卤化物的简便且有效的亲核二氟甲基化。
• A Stereoconvergent Cyclopropanation Reaction of Styrenes
  作者：Ana M. del Hoyo、Ana G. Herraiz、Marcos G. Suero

  DOI：10.1002/anie.201610924

  日期：2017.2

  The first stereoconvergent cyclopropanation reaction by means of photoredox catalysis using diiodomethane as the methylene source is described. This transformation exhibits broad functional group tolerance and it is characterized by an excellent stereocontrol en route to trans‐cyclopropanes regardless of whether E‐ or Z‐styrene substrates were utilized.

  描述了通过使用二碘甲烷作为亚甲基源的光氧化还原催化进行的第一立体会聚环丙烷化反应。这种转化表现出宽泛的官能团耐受性，并且无论在使用E-或Z-苯乙烯底物方面，其特征都是出色的立体控制方式，从而可以有效地转化为反式环丙烷。
• Tricyclic compounds, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US06248766B1

  公开（公告）日：2001-06-19

  A compound of the formula: wherein R1 is H or a substituent; m is 1-3; Ar is an aromatic group which may be substituted; X is a bond or a divalent straight-chain group having 1-6 atoms which may be substituted; Y is —S—, —O—, or —N(R2— (R2 is H or a substituent group), Z is —N═ or —C(R3)═ (R3 is H or a hydrocarbon group), ring A is a benzene ring; ring B is a 5- to 7-membered ring which may be substituted, or a salt thereof is useful for eliciting a prostaglandin I2 receptor agonistic effect.

  该公式的化合物： 其中R1为H或取代基；m为1-3；Ar为可能被取代的芳香基团；X为键或具有1-6个原子的二价直链基团，可能被取代；Y为—S—，—O—或—N(R2— (R2为H或取代基团)，Z为—N═或—C(R3)═ (R3为H或碳氢基团)，环A为苯环；环B为可能被取代的5-至7-成员环，或其盐对诱导前列腺素I2受体激动效应有用。
• Copper‐Catalyzed Regioselective Borocarbonylative Coupling of Unactivated Alkenes with Alkyl Halides: Synthesis of β‐Boryl Ketones
  作者：Fu‐Peng Wu、Yang Yuan、Claas Schünemann、Paul C. J. Kamer、Xiao‐Feng Wu

  DOI：10.1002/anie.202002714

  日期：2020.6.22

  borocarbonylative coupling of unactivated alkenes with alkyl halides remains a challenge. In this communication, a Cu‐catalyzed borocarbonylative coupling of unactivated alkenes with alkyl halides for the synthesis of β‐boryl ketones has been developed. A broad range of β‐boryl ketone derivatives was prepared in moderate to excellent yields with complete regioselectivity.

  未活化的烯烃与卤代烷的硼羰基化偶联仍然是一个挑战。在这种交流中，已开发出一种铜催化的未活化烯烃与烷基卤化物的硼羰基化偶联反应，用于合成β-硼基酮的方法。以中等至极高的收率和完全的区域选择性制备了多种β-硼基酮衍生物。