(1-13C)<(Ethoxycarbonyl)methylene>triphenylphosphorane | 116757-53-0

• 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: (1-13C)<(Ethoxycarbonyl)methylene>triphenylphosphorane
• 英文别名: ethyl triphenylphosphoranylidene(1-13C)-ethanoate；Ethoxy-1-13C-carbonylmethylidenetriphenylphosphorane；ethyl 2-(triphenyl-λ5-phosphanylidene)acetate
• CAS: 116757-53-0
• 化学式: C₂₂H₂₁O₂P
• 分子量: 349.37
• InChiKey: IIHPVYJPDKJYOU-ZVDSADNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  苯甲酰甲酸甲酯 、 (1-13C)<(Ethoxycarbonyl)methylene>triphenylphosphorane 生成
  参考文献：
  名称：

  The mechanism of formation of alkoxybenzylidene [PhCHOR]+ ions from mixed dialkyl esters of phenylsuccinic acid upon electron ionization. Methoxy group migration between two carbonyl groups

  摘要：

  DOI：

  10.1002/oms.1210270429
• 作为产物：
  描述：

  溴乙酸乙酯-2-13C 生成 (1-13C)<(Ethoxycarbonyl)methylene>triphenylphosphorane
  参考文献：
  名称：

  The mechanism of formation of alkoxybenzylidene [PhCHOR]+ ions from mixed dialkyl esters of phenylsuccinic acid upon electron ionization. Methoxy group migration between two carbonyl groups

  摘要：

  DOI：

  10.1002/oms.1210270429

文献信息

• Conformations of Spermine in Adenosine Triphosphate Complex: The Structural Basis for Weak Bimolecular Interactions of Major Cellular Electrolytes
  作者：Keisuke Maruyoshi、Toshiyuki Yamaguchi、Tetsuo Demura、Nobuaki Matsumori、Tohru Oishi、Michio Murata

  DOI：10.1002/chem.201002759

  日期：2011.4.18

  Selectively 2H‐ and 13C‐labeled spermines (SPM) were efficiently synthesized and analyzed by NMR spectroscopy to determine the spin–spin coupling constants for six conformationally relevant bonds. SPM that is composed of three alkyl moieties, a butanylene, and two propanylene chains undergoes a conformational change when interacting with multivalent anions (e.g., adenosine triphosphate (ATP), ATP–Mg2+, and tripolyphosphate)

  选择性地高效合成了2 H和13 C标记的精胺（SPM），并通过NMR光谱法进行了分析，以确定六个构象相关键的自旋-自旋偶联常数。当与多价阴离子（例如三磷酸腺苷（ATP），ATP-Mg 2+和三聚磷酸酯）相互作用时，由三个烷基部分，一个丁烯基和两个丙烯基链组成的SPM会发生构象变化。与ATP相互作用后，CC键会影响相邻的铵基对对之间的距离（即N1 / N5和N5 / N5'），相对于网状旋转网，它们的网状旋转子的数量增加了17-20％。 SPM的4 HCl盐。但是，SPM-ATP复合物的薄纱构象构象与亚精胺（SPD）-ATP复合物的构象构象显着不同。这意味着SPM可能会优先识别ATP的腺苷基而不是三聚磷酸酯部分。这可能是因为SPM对ATP-Mg 2+的亲和力比SPD高，而SPD主要与β-和γ-磷酸盐发生相互作用，并很容易被Mg 2+取代。这些结果可为进一步了解多胺生物学功能的结构基础提供线索。
• Jansen, F. J. H. M.; Kwestro, M.; Schmitt, D., Recueil des Travaux Chimiques des Pays-Bas, 1994, vol. 113, # 12, p. 552 - 562
  作者：Jansen, F. J. H. M.、Kwestro, M.、Schmitt, D.、Lugtenburg, J.

  DOI：——

  日期：——
• Cappon, J. J.; Baart, J.; Walle, G. A. M. van der, Recueil des Travaux Chimiques des Pays-Bas, 1991, vol. 110, # 5, p. 158 - 166
  作者：Cappon, J. J.、Baart, J.、Walle, G. A. M. van der、Raap, J.、Lugtenburg, J.

  DOI：——

  日期：——
• Brown, Roger F. C.; Coulston, Karen J.; Eastwood, Frank W., Australian Journal of Chemistry, 1988, vol. 41, # 2, p. 215 - 224
  作者：Brown, Roger F. C.、Coulston, Karen J.、Eastwood, Frank W.、Hill, Martin P.

  DOI：——

  日期：——
• On the Early Steps of Cineol Biosynthesis in Eucalyptus globulus
  作者：Christoph Rieder、Bernhard Jaun、Duilio Arigoni

  DOI：10.1002/1522-2675(20000906)83:9<2504::aid-hlca2504>3.0.co;2-z

  日期：2000.9.6

  Samples of [4-H-2(1)]-1-deoxyxylulose (17a) and [2-C-13, 4-H-2(1)]-1-deoxyxlulose (17b), have been prepared by modification of known procedures and fed in aqueous solution to twiglets of Eucalyptus globulus. The probes of cineol (6) isolated from these experiments were analyzed by GC/MS, H-2- and C-13-NMR techniques. In the experiments with lm, the formation of five isotopomers of 6 could be detected. Their structure and relative abundance demonstrate that the C-13-label is incorporated to the same extent into the two C-5-units of 6, and that the H-2 label is retained to an extent of 57% in the starter dimethylallyl-diphosphate unit (DMAPP; 12), but completely or almost completely lost in the unit derived from isopentenyl diphosphate (IPP; 11), in the elongation step which leads to geranyl diphosphate (GPP; 1). These results confirm that the recently discovered mevalonate-independent pathway to IPP and DMAPP is operative in the biosynthesis of cineol, and indicate, together with previous finding, that, within this pathway, formation of IPP and DMAPP occurs in independent rather than in sequential steps. In addition, the demonstration of different metabolic origins for the olefinic H-atoms of GPP (1), the aliphatic C-10-precursor of 6, paves the way for a realistic interpretation of the strikingly consistent but hitherto unexplained anomalies detected in the natural-abundance H-2-NMR spectra of (+)- and (-)-alpha-pinene and of (+)-limonene.