tert-butyldimethyl(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)silane | 1034098-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: tert-butyldimethyl(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)silane
• 英文别名: Tert-butyl-dimethyl-[2-(oxan-2-yloxy)ethoxy]silane
• CAS: 1034098-53-7
• 化学式: C₁₃H₂₈O₃Si
• 分子量: 260.449
• InChiKey: KSWUQHATUGEYQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyldimethyl(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)silane 在 samarium(III) chloride 作用下， 以 乙醇 为溶剂， 反应 40.0h， 以85%的产率得到2-(四氢-2H-吡喃-2-氧基)乙醇
  参考文献：
  名称：

  Highly Chemoselective Esterification Reactions and Boc/THP/TBDMS Discriminating Deprotections under Samarium(III) Catalysis

  摘要：

  The usefulness of SmCl(3) as an excellent catalyst for chemoselective esterifications and selective removal of acid sensitive protecting groups such as Boc, THP, and TBDMS in the presence of one another is demonstrated through suitable examples.

  DOI：

  10.1021/ol200247c
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 叔丁基二甲基羟乙氧基硅烷 在 1-(methylsulfonyl)-2-(4-methylphenyl)diazene 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以99%的产率得到tert-butyldimethyl(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)silane
  参考文献：
  名称：

  芳基偶氮砜作为非离子可见光光产酸剂

  摘要：

  通过使用货架稳定的芳基偶氮砜，开发了选择性可见光驱动的弱酸（亚磺酸，在氮气吹扫溶液中）或强酸（磺酸，在氧气吹扫溶液中）的产生。然后，这些砜被用于作为四氢吡喃醚或缩醛对几种（取代的）醇（和酚）进行绿色、平滑和高效的光化学催化保护。

  DOI：

  10.1021/acs.joc.2c01248

文献信息

• Photosensitized Tetrahydropyran Transfer
  作者：R. P. Oates、Paul B. Jones

  DOI：10.1021/jo800519h

  日期：2008.6.1

  THP ethers were formed cleanly during photolysis of 3,4dihydro-2H-pyran, an alcohol, and catalytic 1,5-dichloro-9, 10-anthraqui none with use of visible light. The reaction could be conducted under ambient fluorescent lighting or with sunlight as well as in a Rayonet reactor. The scope and mechanism are discussed.
• Highly Chemoselective Esterification Reactions and Boc/THP/TBDMS Discriminating Deprotections under Samarium(III) Catalysis
  作者：Pushparathinam Gopinath、Surapaneni Nilaya、Kannoth Manheri Muraleedharan

  DOI：10.1021/ol200247c

  日期：2011.4.15

  The usefulness of SmCl(3) as an excellent catalyst for chemoselective esterifications and selective removal of acid sensitive protecting groups such as Boc, THP, and TBDMS in the presence of one another is demonstrated through suitable examples.
• Arylazo Sulfones as Nonionic Visible-Light Photoacid Generators
  作者：Lorenzo Di Terlizzi、Angelo Martinelli、Daniele Merli、Stefano Protti、Maurizio Fagnoni

  DOI：10.1021/acs.joc.2c01248

  日期：——

  The selective visible-light-driven generation of a weak acid (sulfinic acid, in nitrogen-purged solutions) or a strong acid (sulfonic acid, in oxygen-purged solutions) by using shelf-stable arylazo sulfones was developed. These sulfones were then used for the green, smooth, and efficient photochemical catalytic protection of several (substituted) alcohols (and phenols) as tetrahydropyranyl ethers or

  通过使用货架稳定的芳基偶氮砜，开发了选择性可见光驱动的弱酸（亚磺酸，在氮气吹扫溶液中）或强酸（磺酸，在氧气吹扫溶液中）的产生。然后，这些砜被用于作为四氢吡喃醚或缩醛对几种（取代的）醇（和酚）进行绿色、平滑和高效的光化学催化保护。