2-(2-methylpropyl)-1,3,5-trimethoxybenzene | 916916-55-7

• 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-(2-methylpropyl)-1,3,5-trimethoxybenzene
• 英文别名: 1-(2-methylpropyl)-2,4,6-trimethoxybenzene；1,3,5-Trimethoxy-2-(2-methylpropyl)benzene
• CAS: 916916-55-7
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: ZVZAGGNUGYAARV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-methylpropyl)-1,3,5-trimethoxybenzene 在 氢氧化钾 、 三溴化硼 、 四氯化锡 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 24.0h， 生成 3'-(2-methylpropyl)-2'-hydroxy-4,4',6'-tris(methoxymethoxy)chalcone
  参考文献：
  名称：

  Subtle Side-Chain Modifications of the Hop Phytoestrogen 8-Prenylnaringenin Result in Distinct Agonist/Antagonist Activity Profiles for Estrogen Receptors α and β

  摘要：

  In search of therapeutic agents for estrogen-related pathologies, phytoestrogens are being extensively explored. In contrast to naringenin, 8-prenylnaringenin is a potent hop-derived estrogenic compound, highlighting the importance of the prenyl group for hormonal activity. We investigated the effects of substituting the prenyl group at C(8) with alkyl chains of varying lengths and branching patterns on estrogen receptor (ER) subtype ER alpha- and ER beta-binding affinities and transcriptional activities. In addition, features of the ligand-induced receptor conformations were explored using a set of specific ER-binding peptides. The new 8-alkylnaringenins were found to span an activity spectrum ranging from full agonism to partial agonism to antagonism. Most strikingly, 8-(2,2-dimethylpropyl) naringenin exhibited full agonist character on ERR, but pronounced antagonist character on ER beta. Knowledge on how ER-subtype-selective activities can be designed provides valuable information for future drug or tool compound discovery.

  DOI：

  10.1021/jm060692n
• 作为产物：
  描述：

  1,3,5-三甲氧基苯 、 异丁酸乙酯 在 二甲基乙基硅烷 、 (μ3,η2,η3,η5-acenaphthylene)Ru3(CO)7 作用下， 反应 5.0h， 以99%的产率得到2-(2-methylpropyl)-1,3,5-trimethoxybenzene
  参考文献：
  名称：

  氢硅烷并非总是还原剂：使用酯作为烷基源，钌催化将伯烷基引入富电子芳族环

  摘要：

  甲羰基三钌簇，（μ 3，η 2，η 3，η 5 -acenaphthylene）的Ru 3（CO）7有效地催化氢硅烷使用和酯的组合作为主要的来源的富电子的芳族环的主烷基化反应-烷基。该反应涉及芳烃的电取代，该芳烃被在还原除去苄基位置上的烷氧基或甲硅烷氧基的酯的还原过程中产生的相邻烷氧基或甲硅烷氧基所稳定的碳阳离子物质所取代。

  DOI：

  10.1016/j.tet.2011.08.033

文献信息

• B(C6F5)3: an efficient catalyst for reductive alkylation of alkoxy benzenes and for synthesis of triarylmethanes using aldehydes
  作者：S. Chandrasekhar、Sanjida Khatun、G. Rajesh、Ch. Raji Reddy

  DOI：10.1016/j.tetlet.2009.09.085

  日期：2009.12

  Tris(pentafluorophenyl)borane [B(C6F5)3] has been used as an efficient catalyst for reductive alkylation of alkoxy benzenes using aldehydes as an alkylating agent in the presence of polymethylhydrosiloxane (PMHS). Various alkylated trimethoxybenzene derivatives have been prepared in good to high yields. In addition, B(C6F5)3 was also used as a catalyst for the reaction of electron-rich arenes with aldehydes

  三（五氟苯基）硼烷[B（C 6 F 5）3 ]已被用作在聚甲基氢硅氧烷（PMHS）存在下使用醛作为烷基化剂的烷氧基苯还原烷基化的有效催化剂。各种烷基化的三甲氧基苯衍生物已经以高到高的产率制备。另外，B（C 6 F 5）3也用作富电子芳烃与醛反应以获得三芳基甲烷的催化剂。还已经证明了使用还原烷基化方案合成异色满和四氢异喹啉衍生物。
• Compounds that interact with kinases
  申请人：Meutermans Wim

  公开号：US20080176815A1

  公开（公告）日：2008-07-24

  A method of inhibiting or effecting the activity of protein kinase activity which comprises contacting a protein kinase with a compound of formula (I) being a derivative of a furanose or pyranose form of a monosaccharide, or a pharmaceutically acceptable salt thereof.
• PEPTIDE NUCLEIC ACID (PNA) MONOMERS WITH AN ORTHOGONALLY PROTECTED ESTER MOIETY AND NOVEL INTERMEDIATES AND METHODS RELATED THERETO
  申请人：TRUCODE GENE REPAIR, INC.

  公开号：US20190055190A1

  公开（公告）日：2019-02-21

  The present disclosure pertains to peptide nucleic acid (PNA) monomers and oligomers, as well as methods and compositions useful for the preparation of PNA monomer precursors (e.g. PNA Monomer Esters, Backbone Esters and Backbone Ester Acid Salts, as described below) that can be used to prepare PNA monomers wherein said PNA monomers can be used to prepare said PNA oligomers. In some embodiments, the disclosure features sulfonic acid salts of Backbone Ester compounds, which sulfonic acid salts generally tend to be crystalline and can be obtained in reasonably good yield, often without requiring any chromatographic purification of the reaction product of the Backbone Ester synthesis reaction. This disclosure also pertains to novel methods for the synthesis of said Backbone Ester compounds and novel methods for the formation of the related sulfonic acid salts. Exemplary ester groups include, but are not limited to, 2,2,2-trichloroethy-(TCE), 2,2,2-tribromoethyl-(TBE), 2-iodoethyl-groups (2-IE) and 2-bromoethyl-(2-BrE) as the ester group. These particular ester groups can be removed under conditions where both Boc and Fmoc protected amine groups are stable.
• US7291623B2
  申请人：——

  公开号：US7291623B2

  公开（公告）日：2007-11-06
• Hydrosilanes are not always a reducing reagent: a ruthenium-catalyzed introduction of primary alkyl groups to electron-rich aromatic rings using esters as a source of the alkyl groups
  作者：Hideo Nagashima、Yuichi Kubo、Mitsunobu Kawamura、Takashi Nishikata、Yukihiro Motoyama

  DOI：10.1016/j.tet.2011.08.033

  日期：2011.10

  reaction of electron-rich aromatic rings using a combination of hydrosilane and ester as a source of the primary-alkyl group. The reaction involves electrophilic substitution of arenes by carbocationic species stabilized by a neighboring alkoxy or siloxy group generated during the reduction of esters giving alkylated arenes after reductive removal of the alkoxy or siloxy group at the benzylic position

  甲羰基三钌簇，（μ 3，η 2，η 3，η 5 -acenaphthylene）的Ru 3（CO）7有效地催化氢硅烷使用和酯的组合作为主要的来源的富电子的芳族环的主烷基化反应-烷基。该反应涉及芳烃的电取代，该芳烃被在还原除去苄基位置上的烷氧基或甲硅烷氧基的酯的还原过程中产生的相邻烷氧基或甲硅烷氧基所稳定的碳阳离子物质所取代。