4-methoxy-1,1-dimethyl-1-sila-4-boracyclohexane | 89555-71-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 4-methoxy-1,1-dimethyl-1-sila-4-boracyclohexane
• 英文别名: 1,1-dimethyl-4-methoxy-1-sila-4-borinane；4-Methoxy-1,1-dimethyl-1,4-silaborinane
• CAS: 89555-71-5
• 化学式: C₇H₁₇BOSi
• 分子量: 156.108
• InChiKey: RFRVRTCGVIFQLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-methoxy-1,1-dimethyl-1-sila-4-boracyclohexane 在 甲酸 、 lithium tert-butoxide 、 hydroxylamine-O-sulfonic acid 作用下， 以 四氢呋喃 为溶剂， 反应 8.5h， 生成 4,4-dimethyl-1,4-azasilepan-7-one
  参考文献：
  名称：

  Exploring Organosilane Amines as Potent Inhibitors and Structural Probes of Influenza A Virus M2 Proton Channel

  摘要：

  We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT A/M2 and more potent against the drug-resistant A/M2-V27A mutant. In addition, intermolecular NOESY spectra with dimethyl-substituted organosilane amine inhibitors clearly located the drug binding site at the N-terminal lumen of the A/M2 channel dose to V27.

  DOI：

  10.1021/ja2050666
• 作为产物：
  描述：

  甲醇 、 二乙烯基二甲基硅烷 在 9-borabicyclo[3.3.1]nonane dimer 、 dimethyl sulfide borane 作用下， 以 正己烷 为溶剂， 反应 3.0h， 生成 4-methoxy-1,1-dimethyl-1-sila-4-boracyclohexane
  参考文献：
  名称：

  Exploring Organosilane Amines as Potent Inhibitors and Structural Probes of Influenza A Virus M2 Proton Channel

  摘要：

  We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT A/M2 and more potent against the drug-resistant A/M2-V27A mutant. In addition, intermolecular NOESY spectra with dimethyl-substituted organosilane amine inhibitors clearly located the drug binding site at the N-terminal lumen of the A/M2 channel dose to V27.

  DOI：

  10.1021/ja2050666

文献信息

• 1,1-Dimethyl-1-silacyclohexan-4-one and its germanium analog via boracyclic intermediates
  作者：John A. Soderquist、Fuu Yau Shiau、Russell A. Lemesh

  DOI：10.1021/jo00188a010

  日期：1984.7
• 1-Silacyclohexan-4-ones and 1-germacyclohexan-4-ones: precursors to metalla-pharmaceuticals via boracycles
  作者：John A. Soderquist、Alvin Negron

  DOI：10.1021/jo00271a046

  日期：1989.5
• SODERQUIST, JOHN E.;NEGRON, ALVIN, J. ORG. CHEM., 54,(1989) N0, C. 2462-2464
  作者：SODERQUIST, JOHN E.、NEGRON, ALVIN

  DOI：——

  日期：——
• SODERQUIST, J. A.;SHIAU, FUU, YAU;LEMESH, R. A., J. ORG. CHEM., 1984, 49, N 14, 2565-2569
  作者：SODERQUIST, J. A.、SHIAU, FUU, YAU、LEMESH, R. A.

  DOI：——

  日期：——
• Exploring Organosilane Amines as Potent Inhibitors and Structural Probes of Influenza A Virus M2 Proton Channel
  作者：Jun Wang、Chunlong Ma、Yibing Wu、Robert A. Lamb、Lawrence H. Pinto、William F. DeGrado

  DOI：10.1021/ja2050666

  日期：2011.9.7

  We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT A/M2 and more potent against the drug-resistant A/M2-V27A mutant. In addition, intermolecular NOESY spectra with dimethyl-substituted organosilane amine inhibitors clearly located the drug binding site at the N-terminal lumen of the A/M2 channel dose to V27.