(R)-2-(anthracene-2,3-dicarboximide)-1-propyl trifluoromethanesulfonate | 197856-89-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (R)-2-(anthracene-2,3-dicarboximide)-1-propyl trifluoromethanesulfonate
• 英文别名: (R)-2-(2,3-anthracenedicarboximido)-1-propyl trifluoromethanesulfonate；[(2R)-2-(1,3-dioxonaphtho[2,3-f]isoindol-2-yl)propyl] trifluoromethanesulfonate
• CAS: 197856-89-6
• 化学式: C₂₀H₁₄F₃NO₅S
• 分子量: 437.396
• InChiKey: DIICGNQPGBFRDZ-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  89.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (S)-12-methyltetradecanoic acid 、 (R)-2-(anthracene-2,3-dicarboximide)-1-propyl trifluoromethanesulfonate 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲苯 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Enatiomeric Separation of Branched Fatty Acids after Conversion withtrans-2-(2,3-Anthracenedicarboximido)cyclohexanol, a Highly Sensitive Chiral Fluorescent Conversion Reagent

  摘要：

  (1R,2R)-2-(2,3-蒽二羧酰胺)环己醇被合成为一种高度敏感的手性荧光转化试剂。具有从2到12位的甲基乙基手性的手性支链脂肪酸的非对映体衍生物通过反相高效液相色谱（HPLC）分离成两个峰，并通过荧光法在10-15摩尔级别检测到。

  DOI：

  10.1271/bbb.63.1209
• 作为产物：
  描述：

  2,3-蒽二羧酸酐 以 吡啶 、 二氯甲烷 、 甲苯 、 正丁醇 为溶剂， 生成 (R)-2-(anthracene-2,3-dicarboximide)-1-propyl trifluoromethanesulfonate
  参考文献：
  名称：

  Enantiomeric separation of carboxylic acids having chiral centers remote from the carboxyl group by labelling with a chiral fluorescent derivatization reagent

  摘要：

  Enantiomeric separations of 2-, 3-, 4-, 5- and 6-methyl fatty acids and 3-, 4- and 5-hydroxy fatty acids derivatized with (S)-(+)-2-(anthracene-2,3-dicarboximido)-1-propyl trifluoromethanesulfonate are described. Although there are 4-8 bond distances between the chiral centers of these diastereomeric derivatives, they are separated on HPLC and detected at fmol levels. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01616-x

文献信息

• The Absolute Configuration of Gambieric Acids A–D, Potent Antifungal Polyethers, Isolated from the Marine Dinoflagellate Gambierdiscus toxicus
  作者：Akio Morohashi、Masayuki Satake、Hiroshi Nagai、Yasukatsu Oshima、Takeshi Yasumoto

  DOI：10.1016/s0040-4020(00)00753-5

  日期：2000.11

  The absolute configurations of potent antifungal polyether compounds, gambieric acids A–D, isolated from the marine dinoflagellate Gambierdiscus toxicus were determined by combining the modified Mosher method, NMR analysis, and chiral fluorimetric HPLC.

  通过改进的Mosher方法，NMR分析和手性荧光HPLC结合测定，确定了从海洋鞭毛鞭毛冈比亚鞭毛虫中分离出来的强效抗真菌聚醚化合物甘地酸A–D的绝对构型。
• Enantiomeric separation of carboxylic acids having chiral centers remote from the carboxyl group by labelling with a chiral fluorescent derivatization reagent
  作者：Kazuaki Akasaka、Hiroshi Meguro、Hiroshi Ohrui

  DOI：10.1016/s0040-4039(97)01616-x

  日期：1997.9

  Enantiomeric separations of 2-, 3-, 4-, 5- and 6-methyl fatty acids and 3-, 4- and 5-hydroxy fatty acids derivatized with (S)-(+)-2-(anthracene-2,3-dicarboximido)-1-propyl trifluoromethanesulfonate are described. Although there are 4-8 bond distances between the chiral centers of these diastereomeric derivatives, they are separated on HPLC and detected at fmol levels. (C) 1997 Elsevier Science Ltd.
• Enatiomeric Separation of Branched Fatty Acids after Conversion with<i>trans</i>-2-(2,3-Anthracenedicarboximido)cyclohexanol, a Highly Sensitive Chiral Fluorescent Conversion Reagent
  作者：Kazuaki AKASAKA、Hiroshi OHRUI

  DOI：10.1271/bbb.63.1209

  日期：1999.1

  (1R,2R)-2-(2,3-Anthracenedicarboximido)cyclohexanol was synthesized as a highly sensitive chiral fluorescent conversion reagent. The diastereomeric derivatives of chiral branched fatty acids that had methyl ethyl chirality from the 2 to 12 position were separated into 2 peaks by reversed-phase HPLC and detected at the 10-15 mole level by fluorometry.

  (1R,2R)-2-(2,3-蒽二羧酰胺)环己醇被合成为一种高度敏感的手性荧光转化试剂。具有从2到12位的甲基乙基手性的手性支链脂肪酸的非对映体衍生物通过反相高效液相色谱（HPLC）分离成两个峰，并通过荧光法在10-15摩尔级别检测到。