ethyl 2,4,9-trithiaadamantane-7-carboxylate | 440109-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: ethyl 2,4,9-trithiaadamantane-7-carboxylate
• 英文别名: 2,4,9-trithiatricyclo[3.3.1.1^3.7]decane-7-carboxylic acid ethyl ester；7-ethoxycarbonyl-2,4,9-trithiaadamantane；Ethyl 2,4,9-trithiatricyclo[3.3.1.13,7]decane-7-carboxylate
• CAS: 440109-35-3
• 化学式: C₁₀H₁₄O₂S₃
• 分子量: 262.418
• InChiKey: QZAHKRRCYQDYAW-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：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2,4,9-trithiaadamantane-7-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以53%的产率得到2,4,9-trithiaadamantane-7-methanol
  参考文献：
  名称：

  STICS: surface-tethered iterative carbohydrate synthesis

  摘要：

  提出了一种新的表面固定的迭代碳水化合物合成（STICS）技术，该技术使用了由化学稳定的高表面积多孔金制成的表面功能化“棒”，能够高效且简单地合成寡糖链；在合成结束时，可以将寡糖从棒上切下，并可将棒重复用于后续合成。

  DOI：

  10.1039/b817684a
• 作为产物：
  描述：

  在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以940 mg的产率得到ethyl 2,4,9-trithiaadamantane-7-carboxylate
  参考文献：
  名称：

  STICS: surface-tethered iterative carbohydrate synthesis

  摘要：

  提出了一种新的表面固定的迭代碳水化合物合成（STICS）技术，该技术使用了由化学稳定的高表面积多孔金制成的表面功能化“棒”，能够高效且简单地合成寡糖链；在合成结束时，可以将寡糖从棒上切下，并可将棒重复用于后续合成。

  DOI：

  10.1039/b817684a

文献信息

• 7-Ethynyl-2,4,9-Trithiaadamantane and Related Methods
  申请人：Hu Jun

  公开号：US20080177094A1

  公开（公告）日：2008-07-24

  7-ethynyl-2,4,9-trithiaadamantane and related methods are presented. Manufacturing 7-ethynyl-2,4,9-trithiaadamantane includes the steps of: (1) reducing alkyl 2,4,9-trithiaadamantane-7-carboxylate to produce 7-hydroxymethyl-2,4,9-trithiaadamantane; (2) oxidizing 7-hydroxymethyl-2,4,9-trithiaadamantane to produces 7M carbonyl-2,4,9-trithiaadamantane; and (3) reacting 7-carbonyl-2,4,9-trithiaadamantane with Ohira-Bestmann reagent to produces 7-ethynyl-2,4,9-trithiaadamantane. Molecular wires having 2,4,9-trithiaadamantane surface anchors are also disclosed.

  本文介绍了7-乙炔基-2,4,9-三硫基金刚烷及相关方法。制造7-乙炔基-2,4,9-三硫基金刚烷的步骤包括：（1）将烷基2,4,9-三硫基金刚烷-7-羧酸酯还原，以产生7-羟甲基-2,4,9-三硫基金刚烷；（2）氧化7-羟甲基-2,4,9-三硫基金刚烷，以产生7M羰基-2,4,9-三硫基金刚烷；以及（3）将7-羰基-2,4,9-三硫基金刚烷与Ohira-Bestmann试剂反应，以产生7-乙炔基-2,4,9-三硫基金刚烷。还公开了具有2,4,9-三硫基金刚烷表面锚定物的分子导线。
• 7-ETHYNYL-2,4,9-TRITHIAADAMANTANE AND RELATED METHODS
  申请人：Hu Jun

  公开号：US20100072425A1

  公开（公告）日：2010-03-25

  7-ethynyl-2,4,9-trithiaadamantane and related methods are presented. Manufacturing 7-ethynyl-2,4,9-trithiaadamantane includes the steps of: (1) reducing alkyl 2,4,9-trithiaadamantane-7-carboxylate to produce 7-hydroxymethyl-2,4,9-trithiaadamantane; (2) oxidizing 7-hydroxymethyl-2,4,9-trithiaadamantane to produces 7-carbonyl-2,4,9-trithiaadamantane; and (3) reacting 7-carbonyl-2,4,9-trithiaadamantane with Ohira-Bestmann reagent to produces 7-ethynyl-2,4,9-trithiaadamantane. Molecular wires having 2,4,9-trithiaadamantane surface anchors are also disclosed.

  本文介绍了7-乙炔基-2,4,9-三硫杂金刚烷及其相关方法。制造7-乙炔基-2,4,9-三硫杂金刚烷的步骤包括：(1)还原烷基2,4,9-三硫杂金刚烷-7-羧酸酯以产生7-羟甲基-2,4,9-三硫杂金刚烷；(2)氧化7-羟甲基-2,4,9-三硫杂金刚烷以产生7-羰基-2,4,9-三硫杂金刚烷；以及(3)将7-羰基-2,4,9-三硫杂金刚烷与Ohira-Bestmann试剂反应以产生7-乙炔基-2,4,9-三硫杂金刚烷。还披露了具有2,4,9-三硫杂金刚烷表面锚定的分子导线。
• Methyl 2,4,9-trithiaadamantane-7-carboxylate
  申请人：Hu Jun

  公开号：US20070173650A1

  公开（公告）日：2007-07-26

  Methyl 2,4,9-trithiaadamantane-7-carboxylate and a method for its manufacture is disclosed. The method reacts oxidized methyl triallyl acetate with a Lewis acid and a sulphuring agent.

  本发明公开了2,4,9-三硫杂金刚烷-7-羧酸甲酯及其制备方法。该方法通过将氧化的三烯丙基乙酸甲酯与路易斯酸和硫化剂反应。
• α-Helical Polypeptide Films Grown From Sulfide or Thiol Linkers on Gold Surfaces
  作者：Kevin W. Kittredge、Mark A. Minton、Marye Anne Fox、James K. Whitesell

  DOI：10.1002/1522-2675(200203)85:3<788::aid-hlca788>3.0.co;2-r

  日期：2002.3

  We prepared two new linkers, S-functionalized adamantane derivatives 2 and 3, which bind as monolayers on polycrystalline gold. From these surface anchors, both L- and D-isomers of alanine can be grown as thin films of a-helical polypeptides directed from the gold surface by using the appropriate N-carboxyalanine anhydride. FT-IR Studies show that these layers are roughly 1000-Angstrom thick and that, under the same growth conditions. the L-polypeptide layers grow at a rate ca. 30% greater than that of the non-natural D-amino acid. X-Ray photoelectron spectroscopy studies shove that, upon equilibration, all three S-atoms of the sulfide moieties of 2 are bound to the gold surface, and that, on average, three of the four thiols of 3 are chemoadsorbed. The essential role of H2O on the surface of these films as a necessary component in these gas-phase polymerization reactions is demonstrated.
• [EN] 7-ETHYNYL-2,4,9-TRITHIAADAMANTANE AND RELATED METHODS<br/>[FR] 7-ETHYNYL-2,4,9-TRITHIAADAMANTANE ET PROCEDES AFFERENTS
  申请人：UNIV AKRON

  公开号：WO2005003089A3

  公开（公告）日：2005-09-29