3,3-bis(bromomethyl)-1,5-dioxaspiro<5.5>undecane | 121705-21-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-bis(bromomethyl)-1,5-dioxaspiro<5.5>undecane
• 英文别名: 3,3-bis(bromomethyl)-1,5-dioxaspiro[5,5]undecane；3,3-Bis(bromomethyl)-1,5-dioxaspiro[5.5]undecane
• CAS: 121705-21-3
• 化学式: C₁₁H₁₈Br₂O₂
• 分子量: 342.071
• InChiKey: MMKMINRCHJZBCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  3,3-bis(bromomethyl)-1,5-dioxaspiro<5.5>undecane 在 Lindlar's catalyst sodium azide 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 [3-(Aminomethyl)-1,5-dioxaspiro[5.5]undecan-3-yl]methanamine
  参考文献：
  名称：

  A new family of water-soluble, third-generation antitumor platinum complexes

  摘要：

  [1,1-Cyclobutanedicarboxylato(2)-O,O'](1,3-dioxane-5,5-dimethan amine- N,N')platinum(II), 3a, a third generation, very water-soluble platinum complex, has been synthesized along with several of its analogues. All members of the new family contain a 1,3-dioxane or 1,3-dioxolane-1,3-diamine as their basic ligand, a moiety which contributes to their increased water solubility, and a bidentate acid ligand, which is responsible for their good stability. They were all easily crystallized and characterized by 1H NMR and elemental analysis, and the parent complex 3a was further characterized by 13C NMR. Their very desirable physical properties combined with their broad spectrum of antitumor activity and reduced toxicity make them good candidates of further development.

  DOI：

  10.1021/jm00129a008
• 作为产物：
  描述：

  1,4-二氧螺环[4,5]癸烷 、 二溴新戊二醇 在 盐酸 作用下， 以85.8%的产率得到3,3-bis(bromomethyl)-1,5-dioxaspiro<5.5>undecane
  参考文献：
  名称：

  A new family of water-soluble, third-generation antitumor platinum complexes

  摘要：

  [1,1-Cyclobutanedicarboxylato(2)-O,O'](1,3-dioxane-5,5-dimethan amine- N,N')platinum(II), 3a, a third generation, very water-soluble platinum complex, has been synthesized along with several of its analogues. All members of the new family contain a 1,3-dioxane or 1,3-dioxolane-1,3-diamine as their basic ligand, a moiety which contributes to their increased water solubility, and a bidentate acid ligand, which is responsible for their good stability. They were all easily crystallized and characterized by 1H NMR and elemental analysis, and the parent complex 3a was further characterized by 13C NMR. Their very desirable physical properties combined with their broad spectrum of antitumor activity and reduced toxicity make them good candidates of further development.

  DOI：

  10.1021/jm00129a008

文献信息

• Synthesis, stereochemistry and adsorption studies of new spiranes and polyspiranes containing 1,2-dithiolane units
  作者：Radu A. Gropeanu、Mihaela L. Ţînţaş、Catherine Pilon、Mario Morin、Livain Breau、Raluca Turdean、Ion Grosu

  DOI：10.1002/jhet.5570440303

  日期：2007.5

  The synthesis and stereochemistry of a series of new cyclic disulfides containing (poly)spirane 1,2-dithiolane units are reported. Also included is a study of the self-assembled monolayers (SAMs) of these compounds on a gold surface. The characteristics of the resultant SAMs were determined by IR spectroscopy using molecular mechanics calculations.

  报道了一系列含有（聚）螺烷1,2-二硫杂环戊烷单元的新型环状二硫化物的合成和立体化学。还包括对这些化合物在金表面上的自组装单分子膜（SAMs）的研究。使用分子力学计算，通过IR光谱法确定所得SAM的特征。
• 一种聚酮配体的合成方法
  申请人：黄河三角洲京博化工研究院有限公司

  公开号：CN114106048A

  公开（公告）日：2022-03-01

  本发明提供了一种聚酮配体3,3‑双‑[双‑(2‑甲氧基苯基)膦甲基]‑1,5‑二氧杂‑螺[5,5]十一烷的合成方法，包括以下步骤：a)将苯甲醚与亚磷酸二乙酯在溶剂中进行反应，得到双(2‑甲氧基苯基)膦氧化物；b)将步骤a)得到的双(2‑甲氧基苯基)膦氧化物在溶剂中进行还原反应，得到双(2‑甲氧基苯基)膦氢；c)将步骤b)得到的双(2‑甲氧基苯基)膦氢在碱的作用下，在溶剂中与5,5‑双(溴甲基)‑1,5‑二氧杂‑螺[5,5]十一烷反应，得到聚酮配体3,3‑双‑[双‑(2‑甲氧基苯基)膦甲基]‑1,5‑二氧杂‑螺[5,5]十一烷。与现有技术相比，本发明选择特定原料按照特定工艺步骤合成聚酮配体，反应路线简单，所需设备简单，能耗低，且能够实现整体较好的相互作用，产品收率高、品质好，且安全易于产业化。
• BITHA, PANAYOTA;CARVAJAL, SUZANNE G.;CITARELLA, RONALD V.;SANTOS, EUGENIA+, J. MED. CHEM., 32,(1989) N, C. 2063-2067
  作者：BITHA, PANAYOTA、CARVAJAL, SUZANNE G.、CITARELLA, RONALD V.、SANTOS, EUGENIA+

  DOI：——

  日期：——
• A new family of water-soluble, third-generation antitumor platinum complexes
  作者：Panayota Bitha、Suzanne G. Carvajal、Ronald V. Citarella、Eugenia F. Delos Santos、Fredrick E. Durr、Joseph J. Hlavka、S. A. Lang、Harry L. Lindsay、John P. Thomas

  DOI：10.1021/jm00129a008

  日期：1989.9

  [1,1-Cyclobutanedicarboxylato(2)-O,O'](1,3-dioxane-5,5-dimethan amine- N,N')platinum(II), 3a, a third generation, very water-soluble platinum complex, has been synthesized along with several of its analogues. All members of the new family contain a 1,3-dioxane or 1,3-dioxolane-1,3-diamine as their basic ligand, a moiety which contributes to their increased water solubility, and a bidentate acid ligand, which is responsible for their good stability. They were all easily crystallized and characterized by 1H NMR and elemental analysis, and the parent complex 3a was further characterized by 13C NMR. Their very desirable physical properties combined with their broad spectrum of antitumor activity and reduced toxicity make them good candidates of further development.