Phenyl-propynoic acid 2,5-dioxo-pyrrolidin-1-yl ester | 1033811-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Phenyl-propynoic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS: 1033811-99-2
• 化学式: C₁₃H₉NO₄
• 分子量: 243.219
• InChiKey: LHQPFEZUTZINOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.65
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  63.68
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Phenyl-propynoic acid 2,5-dioxo-pyrrolidin-1-yl ester 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 29.0h， 生成 (4S)-4-(2-methylpropyl)-2-(2-phenylethynyl)-1,3-oxazoline
  参考文献：
  名称：

  A convenient synthesis of chiral 2-alkynyl-1,3-oxazolines

  摘要：

  A general, high-yielding, two-step synthesis of chiral 2-alkynyl-1,3-oxazolines starting from 2-alkynoic acids and 2-aminoalcohols is disclosed. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(00)00409-2
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 苯丙炔酸 在 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 生成 Phenyl-propynoic acid 2,5-dioxo-pyrrolidin-1-yl ester
  参考文献：
  名称：

  A convenient synthesis of chiral 2-alkynyl-1,3-oxazolines

  摘要：

  A general, high-yielding, two-step synthesis of chiral 2-alkynyl-1,3-oxazolines starting from 2-alkynoic acids and 2-aminoalcohols is disclosed. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(00)00409-2

文献信息

• Efficient Synthesis of the 3-Benzazepine Framework via Intramolecular Heck Reductive Cyclization
  作者：Pavel A. Donets、Erik V. Van der Eycken

  DOI：10.1021/ol071079g

  日期：2007.8.1

  A microwave-assisted protocol based on reductive Heck reaction was developed for regio- and stereoselective construction of the 3-benzazepine core.

  开发了基于还原性Heck反应的微波辅助方案，用于3-苯并ze庚因核心的区域和立体选择性构建。
• Synthesis of 2-(2-Thienyl)benzimidazoles by the Reaction of 2-(Mercaptomethyl)benzimidazole With β-Electrophilic Esters
  作者：Tamás Kálai、Péter Sáska、Zoltán Szabó、József Jek[otilde]、Olga H. Hankovszky、Kálmán Hideg

  DOI：10.1080/00397919708006808

  日期：1997.6

  Abstract New 2-(2-di- and tetrahydrothienyl)benzimidazole compounds were prepared by the ring closure reactions of 2-(mercaptomethyl)benzimidazole1,2 (1) and α,β-unsaturated compounds activated with electron-withdrawing groups.

  摘要 通过2-(巯甲基)苯并咪唑1,2 (1)与吸电子基团活化的α,β-不饱和化合物的闭环反应制备了新型2-(2-二-和四氢噻吩基)苯并咪唑化合物。
• Efficient Synthesis of the Indoloazocine Framework via Intramolecular Alkyne Carbocyclization
  作者：Pavel A. Donets、Kristof Van Hecke、Luc Van Meervelt、Erik V. Van der Eycken

  DOI：10.1021/ol901356h

  日期：2009.8.20

  A microwave-assisted protocol based on an Hg(OTf)(2) catalyzed intramolecular alkyne carbocyclization reaction was developed for selective construction of the indoloazocine core.
• Ranging Correlated Motion (1.5 nm) of Two Coaxially Arranged Rotors Mediated by Helix Inversion of a Supramolecular Transmitter
  作者：Shuichi Hiraoka、Erika Okuno、Takaaki Tanaka、Motoo Shiro、Mitsuhiko Shionoya

  DOI：10.1021/ja8014583

  日期：2008.7.1

  For a long-range transmission of motion between two movable parts apart from each other, transmitters that can precisely correlate these two motions should be properly incorporated into the system. However, such a motional relay is yet to be realized in artificial systems because of the lack of reliable methodologies for arranging a discrete number of motional parts. Herein, we report a correlated motion of two rotor molecules, which are coaxially arranged at a distance of 1.5 nm, through either Ag+- or Hg2+-assembled helical transmitters, leading to different frequencies of synchronized motion. A helix inversion in the transmitter was proven to strongly correlate the motions of both terminals. The X-ray analysis of the entity determined a quadruple-decker nonanuclear structure of the metal complex comprising two terminal rotor-like ligands closely attached to a central transmitter moiety. H-1 NMR analysis fully demonstrated the synchronized motion of the two rotors coaxially stacked and connected through the transmitter. Since the transmitter is composed of simple helical repeating units, the principle of helix inversion would be an efficient and widely applicable strategy for the long-range transmission of molecular motion.