(1R)-N-(anthracen-9-ylmethyl)-1-phenylethanamine | 852807-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (1R)-N-(anthracen-9-ylmethyl)-1-phenylethanamine
• CAS: 852807-00-2
• 化学式: C₂₃H₂₁N
• 分子量: 311.426
• InChiKey: MXKGRQXMBHRQMW-QGZVFWFLSA-N

物化性质

• 沸点：
  486.5±14.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-{2-(bromomethyl)phenyl}-1,3,2-dioxaborolane 、 (1R)-N-(anthracen-9-ylmethyl)-1-phenylethanamine 在 K₂CO₃ 作用下， 以 乙腈 为溶剂， 以14%的产率得到[2-[[anthracen-9-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenyl]boronic acid
  参考文献：
  名称：

  An Enantioselective Fluorescent Sensor for Sugar Acids

  摘要：

  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.

  DOI：

  10.1021/ja046289s
• 作为产物：
  描述：

  [1-Anthracen-9-yl-meth-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 以85.2%的产率得到(1R)-N-(anthracen-9-ylmethyl)-1-phenylethanamine
  参考文献：
  名称：

  An Enantioselective Fluorescent Sensor for Sugar Acids

  摘要：

  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.

  DOI：

  10.1021/ja046289s

文献信息

• 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。
• OPTICALLY ACTIVE 3-METHYLCYCLOPENTADECANONE AND METHOD FOR PRODUCING INTERMEDIATE THEREOF
  申请人：Takasago International Corporation

  公开号：EP1884509A1

  公开（公告）日：2008-02-06

  Disclosed is a method for producing an optically active 3-methylcyclopentadecan-1-one which is characterized in that 2-cyclopentadecen-1-one is subjected to a 1,4-conjugate addition reaction of a methyl group by using a methylated organic metal in the presence of a copper catalyst, an enol anion scavenger and a specific optically active phosphoramidite for obtaining an optically active 3-methyl-1-cyclopentadecene derivative, and then the thus-obtained 3-methyl-1-cyclopentadecene derivative is subjected to a solvolysis.

  本发明公开了一种生产具有光学活性的 3-甲基环十五烯-1-酮的方法，其特征在于：在铜催化剂存在下，使用甲基化的有机金属，使 2-环十五烯-1-酮与一个甲基发生 1，4-共轭加成反应、烯阴离子清除剂和特定光学活性亚磷酰胺，以获得光学活性 3-甲基-1-环 十五烯衍生物，然后将由此获得的 3-甲基-1-环十五烯衍生物进行溶解。
• Optically Active 3-Methylcyclopentadecanone And Method For Producing Intermediate Thereof
  申请人：Tanaka Shigeru

  公开号：US20090124826A1

  公开（公告）日：2009-05-14

  Disclosed is a method for producing an optically active 3-methylcyclopentadecan-1-one which is characterized in that 2-cyclopentadecen-1-one is subjected to a 1,4-conjugate addition reaction of a methyl group by using a methylated organic metal in the presence of a copper catalyst, an enol anion scavenger and a specific optically active phosphoramidite for obtaining an optically active 3-methyl-1-cyclopentadecene derivative, and then the thus-obtained 3-methyl-1-cyclopentadecene derivative is subjected to a solvolysis.
• US7728177B2
  申请人：——

  公开号：US7728177B2

  公开（公告）日：2010-06-01
• 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.