2-methyl-2-(3,5-dimethoxyphenyl)butane | 83816-35-7

• 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: 2-methyl-2-(3,5-dimethoxyphenyl)butane
• 英文别名: 5-(1,1-Dimethylpropyl)resorcinol Dimethyl Ether；1,3-dimethoxy-5-(tert-pentyl)benzene；1-(1,1-dimethyl-propyl)-3,5-dimethoxy-benzene；1,3-Dimethoxy-5-(2-methylbutan-2-yl)benzene
• CAS: 83816-35-7
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: OZSWIQLYEWBZJO-UHFFFAOYSA-N

物化性质

• 沸点：
  280.8±33.0 °C(Predicted)
• 密度：
  0.944±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-2-(3,5-dimethoxyphenyl)butane 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以96%的产率得到2-methyl-2-(3,5-dihydroxyphenyl)butane
  参考文献：
  名称：

  Structure–activity relationships for 1′,1′-dimethylalkyl-Δ 8 -tetrahydrocannabinols

  摘要：

  A series of 1',1'-dimethylalkyl-Delta(8)-tetrahydrocannabinol analogues with C-3 side chains of 2-12 carbon atoms has been synthesized and their in vitro and in vivo pharmacology has been evaluated. The lowest member of the series, 1',1'-dimethylethyl-Delta(8)-THC (8, n = 0) has good affinity for the CB1 receptor, but is inactive in vivo. The dimethylpropyl (8, n = 1) through dimethyldecyl (8, n = 8) all have high affinity for the CB1 receptor and are full agonists in vivo. 1',1'-Dimethylundecyl-Delta(8)-THC (8, n = 9) has significant affinity for the receptor (K-i = 25.8 +/- 5.8 nM), but has reduced potency in vivo. The dodecyl analogue (8, n = 10) has little affinity for the CB1 receptor and is inactive in vivo. A quantitative structure-activity relationship study of the side chain region of these compounds is consistent with the concept that for optimum affinity and potency the side chain must be of a length which will permit its terminus to loop back in proximity to the phenolic ring of the cannabinoid. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00649-1
• 作为产物：
  描述：

  2-甲基-2-丁醇 在 甲烷磺酸 、 氨 、 lithium 、 三乙胺 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 39.0h， 生成 2-methyl-2-(3,5-dimethoxyphenyl)butane
  参考文献：
  名称：

  Structure–activity relationships for 1′,1′-dimethylalkyl-Δ 8 -tetrahydrocannabinols

  摘要：

  A series of 1',1'-dimethylalkyl-Delta(8)-tetrahydrocannabinol analogues with C-3 side chains of 2-12 carbon atoms has been synthesized and their in vitro and in vivo pharmacology has been evaluated. The lowest member of the series, 1',1'-dimethylethyl-Delta(8)-THC (8, n = 0) has good affinity for the CB1 receptor, but is inactive in vivo. The dimethylpropyl (8, n = 1) through dimethyldecyl (8, n = 8) all have high affinity for the CB1 receptor and are full agonists in vivo. 1',1'-Dimethylundecyl-Delta(8)-THC (8, n = 9) has significant affinity for the receptor (K-i = 25.8 +/- 5.8 nM), but has reduced potency in vivo. The dodecyl analogue (8, n = 10) has little affinity for the CB1 receptor and is inactive in vivo. A quantitative structure-activity relationship study of the side chain region of these compounds is consistent with the concept that for optimum affinity and potency the side chain must be of a length which will permit its terminus to loop back in proximity to the phenolic ring of the cannabinoid. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00649-1

文献信息

• Generation of Alkyl Radical through Direct Excitation of Boracene-Based Alkylborate
  作者：Yukiya Sato、Kei Nakamura、Yuto Sumida、Daisuke Hashizume、Takamitsu Hosoya、Hirohisa Ohmiya

  DOI：10.1021/jacs.0c04456

  日期：2020.6.3

  The generation of tertiary, secondary, and primary alkyl radicals has been achieved by the direct visible-light excita-tion of a boracene-based alkylborate. This system is based on the photophysical properties of the organoboron mole-cule. The protocol is applicable to decyanoalkylation, Giese addition, and nickel-catalyzed carbon-carbon bond for-mations such as alkyl-aryl cross-coupling or vicinal

  叔、仲和伯烷基自由基的产生是通过硼苯基烷基硼酸酯的直接可见光激发来实现的。该系统基于有机硼分子的光物理特性。该协议适用于脱氰烷基化、Giese 加成和镍催化的碳-碳键形成，例如烯烃的烷基-芳基交叉偶联或邻位烷基芳基化，从而能够将各种 C(sp3) 片段引入到有机分子。
• Quinoline-derived amide modulators of vanilloid VR1 receptor
  申请人：——

  公开号：US20040192728A1

  公开（公告）日：2004-09-30

  This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to quinoline-derived amides that are potent antagonists or agonists of VR1 which are useful for the treatment and prevention of inflammatory and other pain conditions in mammals.

  本发明涉及辣椒素受体VR1配体。更具体地，本发明涉及喹啉衍生物酰胺，它们是VR1的有效拮抗剂或激动剂，可用于治疗和预防哺乳动物的炎症和其他疼痛状况。
• QUINOLINE-DERIVED AMIDE MODULATORS OF VANILLOID VR1 RECEPTOR
  申请人：Codd Ellen

  公开号：US20080300236A1

  公开（公告）日：2008-12-04

  This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to quinoline-derived amides that are potent antagonists or agonists of VR1 which are useful for the treatment and prevention of inflammatory and other pain conditions in mammals.

  这项发明涉及辣椒素受体VR1配体。更具体地说，这项发明涉及喹啉衍生的酰胺，它们是VR1的有效拮抗剂或激动剂，可用于治疗和预防哺乳动物的炎症和其他疼痛症状。
• Compositions and methods for acylating lactams
  申请人：California Institute of Technology

  公开号：US11124503B2

  公开（公告）日：2021-09-21

  This disclosure provides methods for intermolecular enantioselective C-acylation of lactams with quaternary stereogenic centers by applying a chiral Ni catalyst. The methods comprise treating a lactam of formula (IIa): with a chiral Ni catalyst, an aryl nitrile, and an aryl halide to provide compounds of formula (Ia):

  本公开提供了通过使用手性镍催化剂对具有四元立体中心的内酰胺进行分子间对映选择性 C-酰化的方法。该方法包括处理式 (IIa) 的内酰胺： 与手性 Ni 催化剂、芳基腈和芳基卤化物一起处理，以提供式 (Ia) 化合物：
• Direct geminal dialkylation of ketones using organotitanium reagents. A simple entry into synthetic tetrahydrocannabinoids
  作者：M. T. Reetz、J. Westermann

  DOI：10.1021/jo00150a022

  日期：1983.1