[2-[[anthracen-9-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenyl]boronic acid | 820975-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: [2-[[anthracen-9-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenyl]boronic acid
• CAS: 820975-21-1
• 化学式: C₃₀H₂₈BNO₂
• 分子量: 445.369
• InChiKey: SKEDTDNINCLEAG-JOCHJYFZSA-N

物化性质

• 沸点：
  641.1±57.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.44
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  L-乳酸 、 [2-[[anthracen-9-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenyl]boronic acid 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Chiral Mono Boronic Acid As Fluorescent Enantioselective Sensor for Mono α-Hydroxyl Carboxylic Acids

  摘要：

  New mono boronic acid was found to be an enantioselective fluorescent chemosensor for mono alpha-hydroxyl carboxylic acids, such as mandelic acid and lactic acid. The chiral sensor shows lower background fluorescence, higher fluorescence enhancement, and enantioselective recognition kinetics toward mandelic acids and lactic acids.

  DOI：

  10.1021/jo8007622
• 作为产物：
  描述：

  [1-Anthracen-9-yl-meth-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 [2-[[anthracen-9-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenyl]boronic acid
  参考文献：
  名称：

  Chemoselective and enantioselective fluorescent recognition of sugar alcohols by a bisboronic acid receptor

  摘要：

  双硼酸 3 与六碳糖醇的结合力强且具有对映选择性，但与五碳或四碳糖醇或单糖的结合力不强。

  DOI：

  10.1039/b501249j

文献信息

• An Enantioselective Fluorescent Sensor for Sugar Acids
  作者：Jianzhang Zhao、Matthew G. Davidson、Mary F. Mahon、Gabriele Kociok-Köhn、Tony D. James

  DOI：10.1021/ja046289s

  日期：2004.12.1

  Chiral fluorescent boronic acid 1 was found to be a highly enantioselective, chemoselective, and sensitive sensor for sugar acids, such as tartaric acid. Enantioselectivities (K-R/K-S) of up to 550:1, chemoselectivity up to 11000:1, and sensitivities in the micromolar range with sensor 1 were observed. Single-crystal X-ray analysis was used to confirm the structure of the fluorescent species.
• Chiral Mono Boronic Acid As Fluorescent Enantioselective Sensor for Mono α-Hydroxyl Carboxylic Acids
  作者：Lina Chi、Jianzhang Zhao、Tony D. James

  DOI：10.1021/jo8007622

  日期：2008.6.1

  New mono boronic acid was found to be an enantioselective fluorescent chemosensor for mono alpha-hydroxyl carboxylic acids, such as mandelic acid and lactic acid. The chiral sensor shows lower background fluorescence, higher fluorescence enhancement, and enantioselective recognition kinetics toward mandelic acids and lactic acids.
• Chemoselective and enantioselective fluorescent recognition of sugar alcohols by a bisboronic acid receptor
  作者：Jianzhang Zhao、Tony D. James

  DOI：10.1039/b501249j

  日期：——

  Bisboronic acid 3 binds strongly and enantioselectively with six-carbon sugar alcohols but does not bind strongly with five- or four-carbon sugar alcohols or monosaccharides.

  双硼酸 3 与六碳糖醇的结合力强且具有对映选择性，但与五碳或四碳糖醇或单糖的结合力不强。