4-(2-bromo-4,5-dimethoxy-phenyl)-butyric acid | 802985-69-9

• 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: 4-(2-bromo-4,5-dimethoxy-phenyl)-butyric acid
• 英文别名: 4-(2-Brom-4,5-dimethoxy-phenyl)-buttersaeure；4-(2-Bromo-4,5-dimethoxyphenyl)butanoic acid
• CAS: 802985-69-9
• 化学式: C₁₂H₁₅BrO₄
• mdl: MFCD06810504
• 分子量: 303.153
• InChiKey: CNNBDDXHBWMRGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-bromo-4,5-dimethoxy-phenyl)-butyric acid 在 sodium ethanolate 作用下， 生成 (2-bromo-4,5-dimethoxy-phenethyl)-oxalacetic acid diethyl ester
  参考文献：
  名称：

  The Synthesis of Phenanthrene and Hydrophenanthrene Derivatives. VIII. Substances Related to Degradation Products of Morphine

  摘要：

  DOI：

  10.1021/ja01277a078
• 作为产物：
  描述：

  4-(3,4-二甲氧苯基)丁酸 在 溴 、 溶剂黄146 作用下， 生成 4-(2-bromo-4,5-dimethoxy-phenyl)-butyric acid
  参考文献：
  名称：

  Benzotropolone/Bis(pulvinone) 天然产物 Aurantricholone 的首次全合成探索建立 Benzotropolones 和 Z-构型 Pulvinones 的新策略

  摘要：

  真菌着色剂 aurantricholone 分 15 步合成。其苯并托酚酮核心由 5-bromo-7,8-dimethoxytetral-1-one 在 3 个步骤中产生，其中包括 1-pot 扩环/氧化/乙酰化序列。区域选择性两步溴化允许两个Z选择性 Suzuki 偶联与一个新的 tetronate 结构单元一起完成。脱保护（2 步）得到质子化的橙黄酚或其 Li 或 Ca 盐。

  DOI：

  10.1002/ejoc.202201120

文献信息

• 311. The constituents of guaiacum resin. Part II. Synthesis of dl-guaiaretic acid dimethyl ether
  作者：Robert D. Haworth、Cecil R. Mavin、George Sheldrick

  DOI：10.1039/jr9340001423

  日期：——
• The role of human and mouse Y chromosome genes in male infertility
  作者：Nabeel A. Affara、M. J. Mitchell

  DOI：10.1007/bf03343787

  日期：2000.11

  It was suggested by Ronald Fisher in 1931 that genes involved in benefit to the male (including spermatogenesis genes) would accumulate on the Y chromosome. The analysis of mouse Y chromosome deletions and the discovery of microdeletions of the human Y chromosome associated with diverse defective spermatogenic phenotypes has revealed the presence of intervals containing one or more genes controlling male germ cell differentiation. These intervals have been mapped, cloned and examined in detail for functional genes. This review discusses the genes mapping to critical spermatogenesis intervals and the evidence indicating which are the most likely candidates underlying Y-linked male infertility. (C) 2000, Editrice Kurtis.
• Siddiqui, Journal of the Indian Chemical Society, 1940, vol. 17, p. 145
  作者：Siddiqui

  DOI：——

  日期：——
• The Synthesis of Phenanthrene and Hydrophenanthrene Derivatives. VIII. Substances Related to Degradation Products of Morphine
  作者：Louis F. Fieser、H. L. Holmes

  DOI：10.1021/ja01277a078

  日期：1938.10
• First Total Synthesis of the Benzotropolone/Bis(pulvinone) Natural Product Aurantricholone Exploiting New Strategies for Establishing Benzotropolones and <i>Z</i> ‐Configured Pulvinones
  作者：Philip Koblischek、Reinhard Brückner

  DOI：10.1002/ejoc.202201120

  日期：2023.2.17

  fungal colorant aurantricholone was synthesized in 15 steps. Its benzotropolone core resulted from 5-bromo-7,8-dimethoxytetral-1-one in 3 steps which included a 1-pot ring-enlargement/oxidation/acetylation sequence. A regioselective 2-step bromination allowed two Z-selective Suzuki couplings with a new tetronate building block to ensue in one go. Deprotection (2 steps) gave protonated aurantricholone or

  真菌着色剂 aurantricholone 分 15 步合成。其苯并托酚酮核心由 5-bromo-7,8-dimethoxytetral-1-one 在 3 个步骤中产生，其中包括 1-pot 扩环/氧化/乙酰化序列。区域选择性两步溴化允许两个Z选择性 Suzuki 偶联与一个新的 tetronate 结构单元一起完成。脱保护（2 步）得到质子化的橙黄酚或其 Li 或 Ca 盐。