9-phenyl-9-fluorenecarboxaldehyde | 60507-42-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-phenyl-9-fluorenecarboxaldehyde
• 英文别名: 9-Phenyl-9-fluorene carboxaldehyde；9-phenylfluorene-9-carbaldehyde
• CAS: 60507-42-8
• 化学式: C₂₀H₁₄O
• 分子量: 270.331
• InChiKey: MXCWZQWCRPOPRT-UHFFFAOYSA-N

物化性质

• 沸点：
  420.8±44.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-phenyl-9-fluorenecarboxaldehyde 在 N-氯代丁二酰亚胺 、 (S)-2-[3]pyridyl-pyrrolidine-1-carboxylic acid amide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(9-phenylfluoren-9-yl)-1H-imidazole-4,5-dicarbonitrile
  参考文献：
  名称：

  Triarylmethyl Substituted 4,5-Dicyanoimidazoles as Activators for Rp-Diastereoselective Synthesis of TpN Dinucleoside Methylphosphonates

  摘要：

  2-Triarylmethyl-4,5-dicyanoimidazoles 1-3 were synthesized and tested as activators in the methylphosphonamidite approach. TpN dinucleoside methylphosphonates generated showed diastereoselectivity of up to 8 / 1 (Rp / Sp). The influence of the different triarylmethyl substituents on diastereoselectivity is shown.

  DOI：

  10.1080/07328319908044654
• 作为产物：
  描述：

  9-phenyl-9H-fluorene-9-carbonitrile 在 二异丁基氢化铝 作用下， 以 乙醚 为溶剂， 生成 9-phenyl-9-fluorenecarboxaldehyde
  参考文献：
  名称：

  Triarylmethyl Substituted 4,5-Dicyanoimidazoles as Activators for Rp-Diastereoselective Synthesis of TpN Dinucleoside Methylphosphonates

  摘要：

  2-Triarylmethyl-4,5-dicyanoimidazoles 1-3 were synthesized and tested as activators in the methylphosphonamidite approach. TpN dinucleoside methylphosphonates generated showed diastereoselectivity of up to 8 / 1 (Rp / Sp). The influence of the different triarylmethyl substituents on diastereoselectivity is shown.

  DOI：

  10.1080/07328319908044654

文献信息

• Tricylic amino-acid derivatives
  申请人：Allelix Neuroscience Inc.

  公开号：US06162824A1

  公开（公告）日：2000-12-19

  Described herein are compounds which have the general formula: ##STR1## or a prodrug or pharmaceutically acceptable salt, solvate or hydrate thereof wherein: R.sup.1 is selected from the group consisting of H, alkyl and the counter ion for a basic addition salt; X is selected from the group consisting of CR.sup.9 R.sup.10, S, O, SO, SO.sub.2, NH and N-alkyl; R.sup.2, R.sup.3, R.sup.4, R.sup.9 and R.sup.10 are independently selected from the group consisting of H and alkyl; R.sup.5 and R.sup.6 are independently selected from the group consisting of H, alkyl and phenyl, or, alternatively, R.sup.5 and R.sup.6 together may form a methylene group or a 3- to 6-membered a spirocyclic group; wherein, when X is CR.sup.9 R.sup.10, one or both pairs of R.sup.5 and R.sup.9 or R.sup.6 and R.sup.10 may join to form a double or triple bond R.sup.7 is selected from the group consisting of Formula II-V: ##STR2## which are all optionally substituted, at nodes other than R.sup.8, with 1-4 substituents independently selected from the group consisting of alkyl, halo, aryl (which may be substituted as for R.sup.8), trifluoromethyl, trifluoromethoxy, nitro, cyano, amino, mono-alkylamino, di-alkylamino, alkoxycarbonyl, alkylcarbonyl, alkoxythiocarbonyl, alkylthiocarbonyl, alkoxy, alkylS-, phenoxy, --SO.sub.2 NH.sub.2, --SO.sub.2 NHalkyl, --SO.sub.2 N(alkyl).sub.2 and 1,2-methylenedioxy; and wherein any of the benzo-fused rings in structures II to V may be replaced by a 5- or 6-membered heterocyclic ring selected from the group consisting of pyridine, thiophene, furan and pyrrole; wherein R.sup.8 is selected from the group consisting of H, alkyl, benzyl, cycloalkyl, indanyl and an optionally substituted aryl group, wherein the optional substituents are independently selected from 1-4 members of the group consisting of alkyl, halo, aryl, trifluoromethyl, trifluoromethoxy, nitro, cyano, amino, mono-alkylamino, di-alkylamino, alkoxycarbonyl, alkylcarbonyl, alkoxythiocarbonyl, alkylthiocarbonyl, alkoxy, alkylS-, phenoxy, --SO.sub.2 NH.sub.2, --SO.sub.2 NHalkyl, --SO.sub.2 N(alkyl).sub.2 and 1,2-methylenedioxy; --represents a single or double bond; Y is selected from the group consisting of O, S, SO, NH, N-alkyl, CH.sub.2, CH-alkyl, C(alkyl).sub.2, and C.dbd.O; Z is selected from the group consisting of CH.sub.2, O, S, NH and N-alkyl when--is a single bond; Z is selected from the group consisting of CH and N when--is a double bond. Also described is the use of these compounds as pharmaceuticals.

  本文描述了具有以下一般式的化合物：##STR1##或其前药或药用可接受的盐、溶剂或水合物，其中：R.sup.1选自H、烷基和碱性加成盐的对离子组成的群；X选自CR.sup.9 R.sup.10、S、O、SO、SO.sub.2、NH和N-烷基的群；R.sup.2、R.sup.3、R.sup.4、R.sup.9和R.sup.10独立地选自H和烷基的群；R.sup.5和R.sup.6独立地选自H、烷基和苯基，或者，作为另一选择，R.sup.5和R.sup.6可以一起形成亚甲基基团或3-至6-成员的螺环基团；当X为CR.sup.9 R.sup.10时，R.sup.5和R.sup.9或R.sup.6和R.sup.10中的一个或两个对可能连接以形成双键或三键R.sup.7选自以下式II-V的群：##STR2##它们都可以在除R.sup.8之外的节点上选择性地取代，取代基独立地选自烷基、卤素、芳基（可能像R.sup.8那样被取代）、三氟甲基、三氟甲氧基、硝基、氰基、氨基、单烷基氨基、双烷基氨基、烷氧羰基、烷基羰基、烷氧硫代羰基、烷基硫代羰基、烷氧基、烷基硫、苯氧基、--SO.sub.2 NH.sub.2、--SO.sub.2 NH烷基、--SO.sub.2 N(烷基).sub.2和1,2-亚甲二氧基；结构II至V中的苯并环中的任何一个都可以被选择自吡啶、噻吩、呋喃和吡咯的5-或6-成员杂环环取代；其中R.sup.8选自H、烷基、苄基、环烷基、茚基和一个可选择性取代的芳基，其中可选择性取代基独立地选自烷基、卤素、芳基、三氟甲基、三氟甲氧基、硝基、氰基、氨基、单烷基氨基、双烷基氨基、烷氧羰基、烷基羰基、烷氧硫代羰基、烷基硫代羰基、烷氧基、烷基硫、苯氧基、--SO.sub.2 NH.sub.2、--SO.sub.2 NH烷基、--SO.sub.2 N(烷基).sub.2和1,2-亚甲二氧基；--表示单键或双键；Y选自O、S、SO、NH、N-烷基、CH.sub.2、CH-烷基、C(烷基).sub.2和C.dbd.O的群；当--为单键时，Z选自CH.sub.2、O、S、NH和N-烷基的群；当--为双键时，Z选自CH和N的群。还描述了这些化合物作为药物的用途。
• Photochemical Pinacol Rearrangements of Unsymmetrical Diols
  作者：Gabriela Mladenova、Gurmit Singh、Austin Acton、Lie Chen、Olga Rinco、Linda J. Johnston、Edward Lee-Ruff

  DOI：10.1021/jo035439z

  日期：2004.3.1

  photochemical pinacol reaction of a series of nonsymmetrical 9-fluorenyl-substituted vic-diols was investigated and compared with their acid-catalyzed thermal reaction. Unlike the thermal reaction, the radiation-induced processes involve only fluorenyl cations, as is reflected in differences of product distribution between the two reactions. From the product studies, substituent migratory aptitudes are reversed

  一系列不对称9-芴基-取代的频哪醇光化学反应VIC -diols进行了研究，并用它们的酸催化的热反应进行比较。与热反应不同，辐射诱导的过程仅涉及芴基阳离子，这反映在两个反应之间的产物分布差异上。根据产品研究，取代基的迁移能力在光化学过程中被逆转，这表明动力学控制是在中性条件下进行的，这与酸催化的热反应不同。芴基阳离子中间体的存在及其寿命是通过激光闪光光谱研究确定的。
• US6162824A
  申请人：——

  公开号：US6162824A

  公开（公告）日：2000-12-19
• Triarylmethyl Substituted 4,5-Dicyanoimidazoles as Activators for Rp-Diastereoselective Synthesis of TpN Dinucleoside Methylphosphonates
  作者：Peter Schell、Wolfgang H. G. Laux、Joachim W. Engels

  DOI：10.1080/07328319908044654

  日期：1999.6

  2-Triarylmethyl-4,5-dicyanoimidazoles 1-3 were synthesized and tested as activators in the methylphosphonamidite approach. TpN dinucleoside methylphosphonates generated showed diastereoselectivity of up to 8 / 1 (Rp / Sp). The influence of the different triarylmethyl substituents on diastereoselectivity is shown.