(3-溴苯氧基)(叔丁基)二苯基硅烷 | 133772-45-9

• 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: (3-溴苯氧基)(叔丁基)二苯基硅烷
• 英文名称: (3-bromophenoxy)-tert-butyl-diphenyl-silane
• 英文别名: 3-(t-Butyldiphenylsiloxy)bromobenzene；1-bromo-3-(tert-butyldiphenylsilyloxy)benzene；(3-Bromophenoxy)(tert-butyl)diphenylsilane；(3-bromophenoxy)-tert-butyl-diphenylsilane
• CAS: 133772-45-9
• 化学式: C₂₂H₂₃BrOSi
• 分子量: 411.414
• InChiKey: YVKPULINJBCYPU-UHFFFAOYSA-N

物化性质

• 沸点：
  424.2±37.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  (3-溴苯氧基)(叔丁基)二苯基硅烷 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 hexanes 、 二氯甲烷 为溶剂， 反应 55.5h， 生成 (tert-butyl)[3-(1,1-diphenylprop-2-ynyl)phenoxy]diphenylsilane
  参考文献：
  名称：

  Synthesis and Evaluation of Molecular Rotors with Large and Bulky tert-Butyldiphenylsilyloxy-Substituted Trityl Stators

  摘要：

  The search for voluminous stators that may accommodate large rotator units and speed rotational dynamics in the solid state led us to investigate a simple and efficient method for the synthesis of molecular rotors with tert-butyldiphenylsilyl-protected (TBDPS) triphenylmethyl stators. Additionally, solid state characterization of these systems with two-, four-, and six-TBDPS groups provided us with a description of their crystallinity and thermal stability. Among them, molecular rotor 7c with the largest and most symmetric stator resulting from six peripheral silyl groups showed the best tendency to crystallize, and the study of its isotopologue 7c-d(4) by solid state H-2 NMR revealed a 2-fold motion of the 1,4-diethynylphenylene-d(4) rotator in the kHz regime.

  DOI：

  10.1021/jo301078a
• 作为产物：
  描述：

  间溴苯酚 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以98%的产率得到(3-溴苯氧基)(叔丁基)二苯基硅烷
  参考文献：
  名称：

  Cyclic dimer of a fused porphyrin zinc complex as a novel host with two π-electronically coupled binding sites

  摘要：

  与4,4'-联吡啶复合后，具有两个π电子耦合结合位点的融合卟啉锌复合物的环状二聚体在第二个访客结合中显示出强烈的负协同效应，从而允许1:1和1:2夹合物的逐步形成。

  DOI：

  10.1039/b501689d

文献信息

• Cyclic dimer of a fused porphyrin zinc complex as a novel host with two π-electronically coupled binding sites
  作者：Hiroshi Sato、Kentaro Tashiro、Hideyuki Shinmori、Atsuhiro Osuka、Takuzo Aida

  DOI：10.1039/b501689d

  日期：——

  Upon complexation with 4,4′-bipyridine, a cyclic dimer of a fused porphyrin zinc complex, having two π-electronically coupled binding sites, shows a strong negative cooperativity in the second guest binding, to allow stepwise formation of 1 ∶ 1 and 1 ∶ 2 inclusion complexes.

  与4,4'-联吡啶复合后，具有两个π电子耦合结合位点的融合卟啉锌复合物的环状二聚体在第二个访客结合中显示出强烈的负协同效应，从而允许1:1和1:2夹合物的逐步形成。
• WO2006/50006
  申请人：——

  公开号：——

  公开（公告）日：——
• Discovery and Optimization of Potent GPR40 Full Agonists Containing Tricyclic Spirocycles
  作者：Yingcai Wang、Jiwen (Jim) Liu、Paul J. Dransfield、Liusheng Zhu、Zhongyu Wang、Xiaohui Du、Xianyun Jiao、Yongli Su、An-rong Li、Sean P. Brown、Annie Kasparian、Marc Vimolratana、Ming Yu、Vatee Pattaropong、Jonathan B. Houze、Gayathri Swaminath、Thanhvien Tran、Khanh Nguyen、Qi Guo、Jane Zhang、Run Zhuang、Frank Li、Lynn Miao、Michael D. Bartberger、Tiffany L. Correll、David Chow、Simon Wong、Jian Luo、Daniel C.-H. Lin、Julio C. Medina

  DOI：10.1021/ml300427u

  日期：2013.6.13

  GPR40 (FFAR1 or FFA1) is a target of high interest being pursued to treat type II diabetes due to its unique Mechanism leading to :little risk of hypoglycemia. We recently reported the discovery of AM-1638 (2), a potent full agonist. GPR40. In this report, we present the discovery Of GPR40 full agonists containing conformationally constrained tricyclic spirocycles and their structure- activity relationships leading to More potent agonists such as AM-5262 (26) with improved rat PK profile and general selectivity profile. AM-5262 enhanced glucose stimulated insulin secretion (mouse and human islets) and improved glucose homeostasis in vivo (OGTT in HF/STZ mice) when compared to AM-1638.,
• Synthesis and Evaluation of Molecular Rotors with Large and Bulky <i>tert</i>-Butyldiphenylsilyloxy-Substituted Trityl Stators
  作者：Rafael Arcos-Ramos、Braulio Rodríguez-Molina、Margarita Romero、J. Manuel Méndez-Stivalet、María Eugenia Ochoa、Pedro I. Ramírez-Montes、Rosa Santillan、Miguel A. Garcia-Garibay、Norberto Farfán

  DOI：10.1021/jo301078a

  日期：2012.8.17

  The search for voluminous stators that may accommodate large rotator units and speed rotational dynamics in the solid state led us to investigate a simple and efficient method for the synthesis of molecular rotors with tert-butyldiphenylsilyl-protected (TBDPS) triphenylmethyl stators. Additionally, solid state characterization of these systems with two-, four-, and six-TBDPS groups provided us with a description of their crystallinity and thermal stability. Among them, molecular rotor 7c with the largest and most symmetric stator resulting from six peripheral silyl groups showed the best tendency to crystallize, and the study of its isotopologue 7c-d(4) by solid state H-2 NMR revealed a 2-fold motion of the 1,4-diethynylphenylene-d(4) rotator in the kHz regime.