2-(2-bromo-5-methoxyphenyl)prop-2-en-1-ol | 884320-42-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-bromo-5-methoxyphenyl)prop-2-en-1-ol
• 英文别名: 2-(2-Bromo-5-methoxyphenyl)prop-2-en-1-ol
• CAS: 884320-42-7
• 化学式: C₁₀H₁₁BrO₂
• 分子量: 243.1
• InChiKey: DAXZLYGGYDVXDT-UHFFFAOYSA-N

物化性质

• 沸点：
  341.4±32.0 °C(Predicted)
• 密度：
  1.405±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-bromo-5-methoxyphenyl)prop-2-en-1-ol 在 三甲基氯硅烷 、 三乙基硼 、 palladium diacetate 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 23.5h， 生成 tert-butyl N-[[1-[2-(2-bromo-5-methoxyphenyl)prop-2-enyl]-2,5-dioxocyclopentyl]methyl]-N-(methoxymethyl)carbamate
  参考文献：
  名称：

  Batrachotoxin Analogues, Compositions, Uses, and Preparation Thereof

  摘要：

  提供了与蝙蝠毒素相关的化合物，特别是能够调节钠通道活性的类似物。还提供了包含本发明化合物的药物组合物以及药用辅料，包括能够调节化合物经皮渗透的载体。所述化合物可用于治疗，包括用于减少神经活动或引起肌肉松弛的治疗。这些化合物还用于治疗患有电压门控钠通道增强病症或疼痛的患者。还提供了用于制备与蝙蝠毒素相关化合物的方法。

  公开号：

  US20140171410A1
• 作为产物：
  描述：

  3-甲氧基苯乙酸 在 氯化亚砜 、 溴 、 四丁基碘化铵 、 二异丁基氢化铝 、 potassium carbonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 15.0h， 生成 2-(2-bromo-5-methoxyphenyl)prop-2-en-1-ol
  参考文献：
  名称：

  Total Synthesis of (±)-Haouamine A

  摘要：

  The first total synthesis of the highly complex and potent anticancer agent haouamine A is reported through an eight-step sequence. Brevity of the sequence and complete control of chemo-, position-, and stereoselectivity (both planar and axial chirality) were possible through the invention of chemistry specifically tailored for the problems at hand, namely a cascade annulation proceeding via a hitherto unknown chemical entity for the indeno-tetrahydropyridine ring system as well as a pyrone-assisted stitching of the daunting bent-aromatic ring.

  DOI：

  10.1021/ja0602997

文献信息

• Gold-Catalyzed Allylation of Aryl Boronic Acids: Accessing Cross-Coupling Reactivity with Gold
  作者：Mark D. Levin、F. Dean Toste

  DOI：10.1002/anie.201402924

  日期：2014.6.10

  the absence of a sacrificial oxidant is described. Vital to the success of this method is the implementation of a bimetallic catalyst bearing a bis(phosphino)amine ligand. A mechanistic hypothesis is presented, and observable transmetalation, CBr oxidative addition, and CC reductive elimination in a model gold complex are shown. We expect that this method will serve as a platform for the development

  描述了在没有牺牲氧化剂的情况下由金催化的sp 3 –sp 2 C  C 交叉偶联反应。该方法成功的关键是采用带有双（膦基）胺配体的双金属催化剂。提出了一个机制假设，并显示了模型金配合物中可观察到的金属转移、C  Br 氧化加成和 C  C 还原消除。我们预计这种方法将成为开发涉及氧化还原活性金催化剂的新型转化的平台。
• Total synthesis of haouamine A: the indeno-tetrahydropyridine core
  作者：Noah Z. Burns、Mikkel Jessing、Phil S. Baran

  DOI：10.1016/j.tet.2009.05.075

  日期：2009.8

  A full account of synthetic efforts toward the indeno-tetrahydropyridine core of haouamine A is presented. initial failed strategies led to the unexpected discovery of a mild abnormal Chichibabin pyridine synthesis and provided knowledge and inspiration for the development of a cascade annulation that has enabled rapid and scalable access to the core in either racemic or enantiopure form. (C) 2009 Elsevier Ltd. All rights reserved.
• US9090627B2
  申请人：——

  公开号：US9090627B2

  公开（公告）日：2015-07-28
• Batrachotoxin Analogues, Compositions, Uses, and Preparation Thereof
  申请人：Du Bois Justin

  公开号：US20140171410A1

  公开（公告）日：2014-06-19

  Compounds relating to batrachotoxin are provided, in particular analogues that modulate the activity of sodium channels. Also provided are pharmaceutical compositions comprising compounds of the invention and a pharmaceutically acceptable carrier, including vehicles that modulate transdermal permeation of the compound. The subject compounds are useful in treatments, including treatments to reduce neuronal activity or to bring about muscular relaxation. The compounds also find use in the treatment of subjects suffering from a voltage-gated sodium channel-enhanced ailment or from pain. Further methods are provided for the preparation of the batrachotoxin-related compounds.

  提供了与蝙蝠毒素相关的化合物，特别是能够调节钠通道活性的类似物。还提供了包含本发明化合物的药物组合物以及药用辅料，包括能够调节化合物经皮渗透的载体。所述化合物可用于治疗，包括用于减少神经活动或引起肌肉松弛的治疗。这些化合物还用于治疗患有电压门控钠通道增强病症或疼痛的患者。还提供了用于制备与蝙蝠毒素相关化合物的方法。
• Total Synthesis of (±)-Haouamine A
  作者：Phil S. Baran、Noah Z. Burns

  DOI：10.1021/ja0602997

  日期：2006.3.1

  The first total synthesis of the highly complex and potent anticancer agent haouamine A is reported through an eight-step sequence. Brevity of the sequence and complete control of chemo-, position-, and stereoselectivity (both planar and axial chirality) were possible through the invention of chemistry specifically tailored for the problems at hand, namely a cascade annulation proceeding via a hitherto unknown chemical entity for the indeno-tetrahydropyridine ring system as well as a pyrone-assisted stitching of the daunting bent-aromatic ring.