6,7-bis(bromomethyl)-1,2,3,4-tetrahydronaphthalene | 101665-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 6,7-bis(bromomethyl)-1,2,3,4-tetrahydronaphthalene
• CAS: 101665-74-1
• 化学式: C₁₂H₁₄Br₂
• 分子量: 318.051
• InChiKey: LSCAZOKCZSKYEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  6,7-bis(bromomethyl)-1,2,3,4-tetrahydronaphthalene 在 盐酸 、 4-二甲氨基吡啶 、 水 、 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 56.0h， 生成 ethyl 2-acetamido-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]naphthalene-2-carboxylate
  参考文献：
  名称：

  线性和角度熔融的基于茚满的受约束α-氨基酸衍生物的合成

  摘要：

  通过将苯并环丁烯衍生的二溴化物与异氰基乙酸乙酯偶联，合成了基于苯并环丁烯的α-氨基酸衍生物5-乙酰氨基-2,4,5,6-四氢-1 H-环丁[ f ]茚5羧酸酯作为关键步骤，然后进行水解和后续的乙酰化反应。这种方法是为了制备各种线性和角度稠合茚满基-α广义-氨基酸衍生物。 α-氨基酸-[2 + 2 + 2]环加成-茚满基α-氨基酸-苯并环丁烯-异氰基乙酸乙酯-面向多样性的方法

  DOI：

  10.1055/s-0030-1260145
• 作为产物：
  描述：

  (3-hydroxymethyl-5,6,7,8-tetrahydronaphthalen-2-yl)methanol 在 三溴化磷 作用下， 以 苯 为溶剂， 以99%的产率得到6,7-bis(bromomethyl)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Differential Reactivity Pattern of Hybrid o-Quinodimethane Precursors: Strategic Expansion to Annulated Benzocycloalkanes via Rongalite

  摘要：

  A hybrid benzocyclobutene (BCB) molecular frames embedding sultine or sulfone moiety has been synthesized via utilization of rongalite. The selective Diels-Alder reaction has been realized at sultine or sulfone terminus in the hybrid BCB system to prepare functionalized BCB molecular frames. The methodology has been generalized for assembling various benzocycloalkanes containing a sultine unit and the strategy has been expanded to generate various annulated benzocycloalkanes.

  DOI：

  10.1021/jo900658z

文献信息

• Diversity-Oriented Approach to 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid (Tic) Derivatives Using Diethyl Acetamidomalonate as a Glycine Equivalent: Further Expansion by Suzuki–Miyaura Cross-Coupling Reaction
  作者：Sambasivarao Kotha、Shilpi Misra、Nimita Gopal Krishna、Nagaraju Devunuri、Henning Hopf、Abhilash Keecherikunnel

  DOI：10.3987/com-09-s(s)103

  日期：——

  Synthesis of diverse 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives and its higher analogues are reported using diethyl acetamidomalonate as a glycine equivalent. In addition, various substituted Tic derivatives are assembled by application of Suzuki-Miyaura cross-coupling reaction as a key step.
• Diversity-Oriented Approach to 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid (Tic) Derivatives
  作者：Sambasivarao Kotha、Shilpi Misra、Nimita Gopal Krishna、Vijayalakshmi Bandi、Mohammad Saifuddin、Nagaraju Devunuri

  DOI：10.3987/com-15-s(t)16

  日期：——

  A convenient method is reported for synthesizing various 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives and bis-armed acid derivatives by treating dibromo-o-xylylenes precursor with diethyl acetamidomalonate under basic conditions. Suzuki coupling reaction has been to expand this methodology. One of the structure revision of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid into bis-armed amino acid is also reported.
• Synthesis of Linearly and Angularly Fused Indane-Based Constrained α-Amino Acid Derivatives
  作者：Sambasivarao Kotha、Nimita Krishna、Shilpi Misra、Priti Khedkar

  DOI：10.1055/s-0030-1260145

  日期：2011.9

  benzocyclobutene-based α-amino acid derivative, ethyl 5-acetamido-2,4,5,6-tetrahydro-1H-cyclobuta[f]indene-5-carboxylate is synthesized via coupling of a benzocyclobutene-derived dibromide with ethyl isocyanoacetate as the key step, followed by hydrolysis and subsequent acetylation. This methodology is generalized in order to prepare various linearly and angularly fused indane-based α-amino acid derivatives. α-amino

  通过将苯并环丁烯衍生的二溴化物与异氰基乙酸乙酯偶联，合成了基于苯并环丁烯的α-氨基酸衍生物5-乙酰氨基-2,4,5,6-四氢-1 H-环丁[ f ]茚5羧酸酯作为关键步骤，然后进行水解和后续的乙酰化反应。这种方法是为了制备各种线性和角度稠合茚满基-α广义-氨基酸衍生物。 α-氨基酸-[2 + 2 + 2]环加成-茚满基α-氨基酸-苯并环丁烯-异氰基乙酸乙酯-面向多样性的方法
• Differential Reactivity Pattern of Hybrid <i>o</i>-Quinodimethane Precursors: Strategic Expansion to Annulated Benzocycloalkanes via Rongalite
  作者：Sambasivarao Kotha、Priti Khedkar

  DOI：10.1021/jo900658z

  日期：2009.8.7

  A hybrid benzocyclobutene (BCB) molecular frames embedding sultine or sulfone moiety has been synthesized via utilization of rongalite. The selective Diels-Alder reaction has been realized at sultine or sulfone terminus in the hybrid BCB system to prepare functionalized BCB molecular frames. The methodology has been generalized for assembling various benzocycloalkanes containing a sultine unit and the strategy has been expanded to generate various annulated benzocycloalkanes.