6-bromo-2,3,4-trimethoxybenzoic acid | 139214-72-5

• 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: 6-bromo-2,3,4-trimethoxybenzoic acid
• 英文别名: Benzoic acid, 6-bromo-2,3,4-trimethoxy-
• CAS: 139214-72-5
• 化学式: C₁₀H₁₁BrO₅
• 分子量: 291.098
• InChiKey: ZYKHRMOHIUJAJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-bromo-2,3,4-trimethoxybenzoic acid 、 N-[(diphenylphosphinoyl)methyl]-N-(4-methoxybenzyl)amine 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到6-bromo-N-[(diphenylphosphoryl)methyl]-2,3,4-trimethoxy-N-(4-methoxybenzyl)benzamide
  参考文献：
  名称：

  生物碱胡椒内酰胺 C、角豆碱和豆内酰胺的简短全合成

  摘要：

  已经通过组合金属化/环化策略实现了聚烷氧基化生物碱哌内酰胺C、goniopedaline和豆内酰胺的全合成。合成路线涉及通过Parham's技术初步构建聚烷氧基化异吲哚啉酮模板。苄基内酰胺去质子化允许连接羟基苄基附属物，目标天然产物的合成通过随后的 E1cB 消除、自由基环化和最终脱保护来完成。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  DOI：

  10.1002/ejoc.200390177
• 作为产物：
  描述：

  methyl 6-bromo-2,3,4-trimethoxybenzoate 在 sodium hydroxide 作用下， 反应 13.0h， 以5.51 g的产率得到6-bromo-2,3,4-trimethoxybenzoic acid
  参考文献：
  名称：

  On the synthesis of a phenanthrene-2,7-quinone

  摘要：

  Oxidative coupling of 2,2',4,4'-tetramethoxystilbene-3,3'-diol 51 gave a 51% yield of 1,3,6,8-tetramethoxyphenanthrene-2,7-quinone 52, the first isolated example of a quinone of this type. Similar oxidation of the corresponding diphenylethane 55 gave the 9,10-dihydrophenanthrene-2,7-quinone 56. Attempts to synthesize the tetramethoxyphenanthrene-2,7-diol 25 from a 2,2'-bis(hydroxymethyl)hexamethoxybiphenyl precursor 28 were thwarted by the ease of intramolecular cyclization to 2,3,4,8,9,10-hexamethoxydibenz[c,e]oxepine 32. Selective demethylation of the 3- and 9-methoxy groups of this compound, and oxidation of the resulting diol 58 gave the dibenzoxepine quinone 59.The synthesis of 3,6-di-tert-butylphenanthrene-2,7-diol 3 is also described, but this could not be oxidized to the quinone. However, the preparation of 3,6-di-tert-butyl-9,10-dihydrophenanthrene-2,7-quinone 12 was successful.

  DOI：

  10.1039/p19910003033

文献信息

• THERAPEUTIC AGENT FOR HEPATITIS C
  申请人：Baba Masanori

  公开号：US20120316342A1

  公开（公告）日：2012-12-13

  This invention provides a therapeutic agent for hepatitis C comprising, as an active ingredient, a compound having anti-HCV activity useful in treatment of hepatitis C. The therapeutic agent for hepatitis C comprises, as an active ingredient, a compound represented by formula (I) or a pharmaceutically acceptable salt thereof.

  这项发明提供了一种治疗丙型肝炎的药剂，其活性成分为具有抗丙型肝炎病毒活性的化合物，可用于治疗丙型肝炎。治疗丙型肝炎的药剂的活性成分包括由式（I）表示的化合物或其药用可接受的盐。
• On the synthesis of a phenanthrene-2,7-quinone
  作者：Frank R. Hewgill、Riskiono Slamet、Jeffery M. Stewart

  DOI：10.1039/p19910003033

  日期：——

  Oxidative coupling of 2,2',4,4'-tetramethoxystilbene-3,3'-diol 51 gave a 51% yield of 1,3,6,8-tetramethoxyphenanthrene-2,7-quinone 52, the first isolated example of a quinone of this type. Similar oxidation of the corresponding diphenylethane 55 gave the 9,10-dihydrophenanthrene-2,7-quinone 56. Attempts to synthesize the tetramethoxyphenanthrene-2,7-diol 25 from a 2,2'-bis(hydroxymethyl)hexamethoxybiphenyl precursor 28 were thwarted by the ease of intramolecular cyclization to 2,3,4,8,9,10-hexamethoxydibenz[c,e]oxepine 32. Selective demethylation of the 3- and 9-methoxy groups of this compound, and oxidation of the resulting diol 58 gave the dibenzoxepine quinone 59.The synthesis of 3,6-di-tert-butylphenanthrene-2,7-diol 3 is also described, but this could not be oxidized to the quinone. However, the preparation of 3,6-di-tert-butyl-9,10-dihydrophenanthrene-2,7-quinone 12 was successful.
• A Short Total Synthesis of the Alkaloids Piperolactam C, Goniopedaline, and Stigmalactam
  作者：Véronique Rys、Axel Couture、Eric Deniau、Pierre Grandclaudon

  DOI：10.1002/ejoc.200390177

  日期：2003.3

  The total synthesis of the polyalkoxylated alkaloids piperolactam C, goniopedaline and stigmalactam by combinatorial metalation/cyclization strategies has been achieved. The synthetic route involved the preliminary construction of the polyalkoxylated isoindolinone template by Parham’s technique. Benzylic lactam deprotonation allowed connection of a hydroxybenzyl appendage, and the synthesis of the

  已经通过组合金属化/环化策略实现了聚烷氧基化生物碱哌内酰胺C、goniopedaline和豆内酰胺的全合成。合成路线涉及通过Parham's技术初步构建聚烷氧基化异吲哚啉酮模板。苄基内酰胺去质子化允许连接羟基苄基附属物，目标天然产物的合成通过随后的 E1cB 消除、自由基环化和最终脱保护来完成。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)