4-氧代-7-苯基庚酸 | 53668-52-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 4-氧代-7-苯基庚酸
• 英文名称: 4-oxo-7-phenylheptanoic acid
• 英文别名: 7-phenyl-4-oxoheptanoic acid；4-oxo-7-phenyl-heptanoic acid；4-Oxo-7-phenyl-heptansaeure
• CAS: 53668-52-3
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: YSNCTHWCLMVGLL-UHFFFAOYSA-N

物化性质

• 熔点：
  83 °C
• 沸点：
  402.4±28.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氧代-7-苯基庚酸 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 葡萄糖 作用下， 生成 7-phenyl-heptane-1,4-diol
  参考文献：
  名称：

  Baker's yeast reduction of arylalkyl and arylalkenil γ- and δ-keto acids

  摘要：

  gamma- and delta-Lactones 5, 6, 13, 14, 15 and 16 were synthesized via baker's yeast reduction of the corresponding keto acids 3 ,4 and 9-12. The enantioselectivity of the reduction is strongly dependent on the nature of the keto acid: the delta-lactones were always obtained in an ee% higher than the gamma-lactones and ranging from 70% to 100%.

  DOI：

  10.1016/s0040-4020(01)81944-x
• 作为产物：
  描述：

  7-phenyl-heptane-1,4-diol 在 sodium chloride 作用下， 以 丙酮 为溶剂， 生成 4-氧代-7-苯基庚酸
  参考文献：
  名称：

  Novel prolinal derivatives

  摘要：

  一种新的普罗林酸衍生物，其一般式为：##STR1## 其中A表示1至4个碳原子的烷基或3至7个碳原子的饱和碳氢环，n表示2、3或4，D表示未取代或取代了1至3个卤素原子、1至4个碳原子的烷基或烷氧基、硝基或三氟甲基基团的碳环或杂环，具有抑制脯氨酸内切酶的活性，因此可用于治疗和/或预防遗忘症的药物。

  公开号：

  US04977180A1

文献信息

• Asymmetric synthesis of spiro 2-pyrrolidin-5-ones and 2-piperidin-6-ones
  作者：Abood A. Bahajaj、Patrick D. Bailey、Madeleine H. Moore、Keith M. Morgan、John M. Vernon

  DOI：10.1039/c39940002511

  日期：——

  Bicyclic lactams 14–17 are isomerised on treatment with aluminium trichloride in 1,2-dichloroethane to give spiro lactams in high yield and >3: 1 diastereoselectivity; from the structures of 19a and 22b determined by X-ray crystallography, it follows that the indenes 19 and 21 are formed preferentially with retention of configuration at the spiro carbon atom and the naphthalenes 20 and 22 with inversion.

  双环内酰胺14-17在三氯化铝处理下于1,2-二氯乙烷中进行异构化，以高产率（>3:1）的非对映选择性生成螺内酰胺；由X射线晶体学确定的结构19a和22b可知，优先形成的是在螺碳原子上保持构型的茚19和21，以及构型翻转的萘20和22。
• Chemoselective Conversion of Conjugated Nitroalkenes into Ketones by Sodium Borohydride-Hydrogen Peroxide: A New Synthesis of 4-Oxoalkanoic Acids, Dihydrojasmone and (±)-<i>exo</i>-Brevicomin
  作者：Roberto Ballini、Giovanna Bosica

  DOI：10.1055/s-1994-25557

  日期：——

  A new, simple, cheap, and practical procedure for the direct transformation of α,β-unsaturated nitroalkenes into ketones has been realized by the NaBH4/H2O2 system. By this method, other functional groups such as C-C double bonds, ketals or aromatic nitro groups were preserved. Application of this methodology to the preparation of 4-oxoalkanoic acids, dihydrojasmone, and (±)-exo-brevicomin is also reported.

  通过 NaBH4/H2O2 系统实现了一种新的、简单、廉价和实用的δ,δ-不饱和硝基烯烃直接转化为酮的过程。通过这种方法，C-C 双键、酮或芳香族硝基等其他官能团得以保留。此外，还报道了应用这种方法制备 4-氧代烷酸、二氢茉莉酮和 (±)-exo-brevicomin 的情况。
• Ruthenium-Catalyzed Three-Component Coupling via Hydrative Conjugate Addition of Alkynes to Alkenes: One-Pot Synthesis of 1,4-Dicarbonyl Compounds
  作者：Yiyun Chen、Sung Hwan Park、Chung Whan Lee、Chulbom Lee

  DOI：10.1002/asia.201100266

  日期：2011.8.1

  A catalytic three‐way rendezvous: Terminal alkynes undergo metal vinylidene formation, anti‐Markovnikov hydration to give a metal acyl complex, and conjugate addition to produce synthetically useful 1,4‐dicarbonyl compounds under ruthenium catalysis. This one‐pot three‐component coupling reaction is a useful platform for further exploration in alkyne functionalization.

  催化三重集合点：末端炔烃经历金属亚乙烯基的形成，反马氏水合形成金属酰基配合物，并在钌催化下加成共轭物以生产合成上有用的1,4-二羰基化合物。这一单锅三组分偶联反应为进一步探索炔烃功能化提供了有用的平台。
• Asymmetric synthesis of spiro 2-pyrrolidin-5-ones, 2-piperidin-6-ones and 1-isoindolin-3-ones. Part 1: N-Acyliminium ion cyclisations with an internal arene nucleophile
  作者：Abood A Bahajaj、Madeleine H Moore、John M Vernon

  DOI：10.1016/j.tet.2003.10.128

  日期：2004.1

  A series of chiral non-racemic 5,5- and 5,6-bicyclic lactams is prepared from (R)-phenylglycinol. These are isomerised on treatment with aluminium trichloride in 1,2-dichloroethane to give spiro lactams in high yield and >3:1 diastereoselectivity. From four structures determined by X-ray crystallography, it follows that spiro indenes are formed preferentially with retention of configuration at the spiro carbon atom and spiro naphthalenes with inversion. (C) 2003 Elsevier Ltd. All rights reserved.
• Kutscherow, Zhurnal Obshchei Khimii, 1950, vol. 20, p. 1890,1892, 1896; engl. Ausg. S. 1957, 1959,1963
  作者：Kutscherow

  DOI：——

  日期：——