tributyl((2-methoxyethoxy)methyl)stannane

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: tributyl((2-methoxyethoxy)methyl)stannane
• 英文别名: tributyl-(2-methoxyethoxymethyl)-tin；tributyl-(2-methoxyethoxymethyl)tin
• 化学式: C₁₆H₃₆O₂Sn
• 分子量: 379.171
• InChiKey: IBNCKQMJGNXQCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• 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：

  tributyl((2-methoxyethoxy)methyl)stannane 在 正丁基锂 、 硼酸三异丙酯 、 potassium hydrogen difluoride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以53%的产率得到potassium trifluoro((2-methoxyethoxy)methyl)borate
  参考文献：
  名称：

  HYDROXYMETHYLBORON COMPOUNDS

  摘要：

  公开号：

  EP1867650B1
• 作为产物：
  描述：

  2-甲氧基乙氧基甲基氯 、 三正丁基氢锡 在 正丁基锂 、 二异丙胺 、 氯化铵 作用下， 以 四氢呋喃 、 正己烷 、 乙醚 、 水 为溶剂， 反应 0.67h， 以57%的产率得到tributyl((2-methoxyethoxy)methyl)stannane
  参考文献：
  名称：

  HYDROXYMETHYLBORON COMPOUNDS

  摘要：

  公开号：

  EP1867650B1

文献信息

• The double addition reaction of alkoxymethyl nucleophiles to esters to generate novel polyoxygenated species
  作者：Vishal A. Verma、Ashok Arasappan、F. George Njoroge

  DOI：10.1016/j.tetlet.2010.06.047

  日期：2010.8

  The development of a double addition reaction of alkoxylmethyl nucleophiles to a variety of functionalized aryl and alkyl esters to give polyoxygenated products is reported. Key features include broad electrophile substrate scope and good yields. Structurally diverse nucleophiles were investigated and were found to successfully undergo diaddition. This development now allows facile access to this novel

  据报道，烷氧基甲基亲核试剂与各种官能化的芳基和烷基酯进行双加成反应以得到多加氧产物的发展。关键特性包括广泛的亲电底物范围和良好的产率。研究了结构多样的亲核试剂，发现它们成功进行了加成反应。现在，这种发展使得可以轻松地访问这种新型的多氧分子。
• Oxymethyl Boron Compounds
  申请人：Tanaka Keigo

  公开号：US20080242859A1

  公开（公告）日：2008-10-02

  The present invention provides compounds which are useful as safe substitutes for the organotin reagent used in coupling reaction for the oxymethylation of aromatic rings, such as alkoxymethylation or hydroxymethylation, with a palladium catalyst and which can dispense with chromatographic purification with silica gel in the production and are suitable for mass production; and compounds applicable even to the oxymethylation of aromatic ring substrates which do not permit coupling reaction by conventional technique or have low reactivity.

  本发明提供了一些化合物，可用作在钯催化下进行含氧甲基化反应（如烷氧甲基化或羟基甲基化）的偶联反应中，有机锡试剂的安全替代品。这些化合物可在生产中省去硅胶色谱纯化步骤，并适用于大规模生产；并且这些化合物适用于那些传统技术无法进行偶联反应或反应活性较低的芳环基底物的含氧甲基化反应。
• Oxymethyl boron compounds
  申请人：Eisai R&D Management Co., Ltd.

  公开号：US07696347B2

  公开（公告）日：2010-04-13

  The present invention provides compounds which are useful as safe substitutes for the organotin reagent used in coupling reaction for the oxymethylation of aromatic rings, such as alkoxymethylation or hydroxymethylation, with a palladium catalyst and which can dispense with chromatographic purification with silica gel in the production and are suitable for mass production; and compounds applicable even to the oxymethylation of aromatic ring substrates which do not permit coupling reaction by conventional technique or have low reactivity.

  本发明提供了化合物，可用作安全替代有机锡试剂，用于偶联反应中的氧甲基化反应，例如烷氧甲基化或羟甲基化，使用钯催化剂，且可在生产过程中省去硅胶色谱纯化步骤，并适用于大规模生产；同时，这些化合物也适用于传统技术无法进行偶联反应或反应活性较低的芳环底物的氧甲基化反应。
• HYDROXYMETHYLBORON COMPOUNDS
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP1867650B1

  公开（公告）日：2012-06-27
• Synthesis and structure–activity relationships of novel, potent, orally active hypoxia-inducible factor-1 inhibitors
  作者：Satoshi Nagao、Yoshinobu Yamane、Setsuo Funasaka、Keigo Tanaka、Kazuki Miyazaki、Yoshihiko Kotake、Jun-ichi Kamata、Saori Watanabe-Miyano、Osamu Toyama、Yoichi Ozawa、Yoshiharu Mizui、Kiyoshi Okamoto、Daisuke Ito

  DOI：10.1016/j.bmc.2014.07.020

  日期：2014.10

  Hypoxia-inducible factor-1 (HIF-1) is the chief transcription factor regulating hypoxia-driven gene expression. HIF-1 overexpression is associated with poor prognosis in several cancers and therefore represents an attractive target for novel antitumor agents. We explored small molecule inhibitors of the HIF-1 pathway. Using high-throughput-screening, we identified benzanilide compound 1 (IC50=560 nM) as a seed. Subsequent extensive derivatization led to the discovery of compounds 43a and 51d, with anti-HIF-1 activities in vitro (IC50=21 and 0.47 nM, respectively), and in vivo. Additionally, 43a (12.5-100mg/kg) also displayed in vivo anti-tumor efficacy, without influencing body weight.