(+/-)-methyl 3-methyl-5-phenylpentanoate | 14983-20-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+/-)-methyl 3-methyl-5-phenylpentanoate
• 英文别名: methyl 3-methyl-5-phenylpentanoate；5-phenyl-3-methylvaleric acid methyl ester；2-Methyl-5-phenyl-valeriansaeure-methylester；3-Methyl-5-phenyl-pentansaeure-methylester；3-Methyl-5-phenylvaleriansaeuremethylester
• CAS: 14983-20-1
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: XQKIYIXSHDBCSR-UHFFFAOYSA-N

物化性质

• 沸点：
  282.9±19.0 °C(Predicted)
• 密度：
  0.988±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-methyl 3-methyl-5-phenylpentanoate 在 氢氧化钾 、 sodium tetrahydroborate 、 PPA 、 对甲苯磺酸 作用下， 以 甲醇 、 苯 为溶剂， 生成 6,7-dihydro-7-methyl-5H-benzocycloheptene-2-acetic acid
  参考文献：
  名称：

  DE2546906

  摘要：

  公开号：
• 作为产物：
  描述：

  巴豆酸甲酯 在 偶氮二异丁腈 、 三正丁基氢锡 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 22.42h， 生成 (+/-)-methyl 3-methyl-5-phenylpentanoate
  参考文献：
  名称：

  New synthetic methods. Conjugate addition of alkyl groups to electron deficient olefins with nitroalkanes as alkyl anion equivalents

  摘要：

  DOI：

  10.1021/jo00220a003

文献信息

• Iron-Catalyzed Tunable and Site-Selective Olefin Transposition
  作者：Xiaolong Yu、Haonan Zhao、Ping Li、Ming Joo Koh

  DOI：10.1021/jacs.0c08631

  日期：2020.10.21

  earth-abundant iron-based complex, a base and a boryl compound promote efficient and controllable alkene transposition. Mechanistic investigations reveal that these processes likely involve in situ formation of an iron-hydride species which promotes olefin isomerization through sequential olefin insertion/β-hydride elimination. Through this strategy, regiodivergent access to different products from

  CC 双键的催化异构化是必不可少的化学转化，用于提供更高价值的类似物，在化学工业中具有重要用途。尽管在该领域取得了进展，但仍然迫切需要一种通用催化解决方案，能够精确控制环状和非环状体系中的 C=C 键迁移位置，以提供二取代和三取代烯烃。在这里，我们展示了催化量的合适的地球丰富的铁基络合物、碱和硼基化合物促进有效和可控的烯烃转位。机理研究表明，这些过程可能涉及原位形成铁氢化物物种，该物种通过顺序烯烃插入/β-氢化物消除促进烯烃异构化。通过这个策略，
• Cu(I) Tol-BINAP-Catalyzed Enantioselective Michael Reactions of Grignard Reagents and Unsaturated Esters
  作者：Shun-Yi Wang、Shun-Jun Ji、Teck-Peng Loh

  DOI：10.1021/ja0666046

  日期：2007.1.1

  A highly efficient regio- and enantioselective catalytic asymmetric addition of Grignard regeants to α,β-unsaturated esters promoted by the CuI-Tol-BINAP system is described.

  描述了由 CuI-Tol-BINAP 系统促进的格氏试剂向 α,β-不饱和酯的高效区域和对映选择性催化不对称加成。
• Highly Efficient Copper(I) Iodide-Tolyl-BINAP-Catalyzed Asymmetric Conjugate Addition of Methylmagnesium Bromide to α,β-Unsaturated Esters
  作者：Shun-Yi Wang、Tze-Keong Lum、Shun-Jun Ji、Teck-Peng Loh

  DOI：10.1002/adsc.200700567

  日期：2008.3.25

  A highly efficient asymmetric conjugate addition of methylmagnesium bromide (MeMgBr) to α,β-unsaturated esters catalyzed by copper(I) iodide-tolyl-BNIP (CuI-Tol-BINAP) is described.

  描述了由碘化铜（I）-甲苯基-BNIP（CuI-Tol-BINAP）催化的甲基溴化镁（MeMgBr）的高效不对称共轭加成反应。
• Selective Conjugate Reduction of α,β-Unsaturated Esters and Amides<i>via</i>SmI₂-Promoted Electron Transfer Process
  作者：Junji Inanaga、Shino Sakai、Yuichi Handa、Masaru Yamaguchi、Yasuo Yokoyama

  DOI：10.1246/cl.1991.2117

  日期：1991.12

  α,β-Unsaturated esters and amides were rapidly and selectively reduced to the corresponding saturated ones under mild conditions without affecting coexisting isolated double or triple bonds by using the reduction system, SmI2-N,N-dimethylacetamide (DMA)-proton source.

  利用 SmI2-N,N-二甲基乙酰胺（DMA）-质子源还原体系，在温和条件下将α,β-不饱和酯和酰胺快速、选择性地还原成相应的饱和酯和酰胺，而不影响共存的孤立双键或三键。
• Benzocycloheptene-2-acetic acids
  申请人：Sandoz Ltd.

  公开号：US04076838A1

  公开（公告）日：1978-02-28

  This invention provides new compounds of formula I, ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 or 2 carbon atoms; R.sub.2 is hydrogen or halogen of atomic number from 9 to 35; A. I. each of R.sub.3 and R.sub.4 is hydrogen, or Ii. R.sub.3 and R.sub.4 together are oxygen, and I. R.sub.5 is hydrogen or alkyl of 1 to 4 carbon atoms, or Ii. R.sub.5 and R.sub.7 are attached to the same carbon atom, and form an alkylene chain of 3 to 6 carbon atoms, or B. when A as defined hereinafter is --(CH.sub.2).sub.2 -- R.sub.3 is hydrogen and R.sub.4 and R.sub.5 together form a bond; R.sub.6 is hydrogen or alkyl of 1 to 4 carbon atoms; and A is --(CH.sub.2).sub.n --, Wherein n is 0, 1 or 2 depending on the following: n may be 0 provided that R.sub.3 and R.sub.4 together are oxygen; n may be 1 provided that (i) at least one of R.sub.5, R.sub.6 and R.sub.7 is alkyl of 1 to 4 carbon atoms; (ii) R.sub.5 and R.sub.7 together form an alkylene chain of 3 to 6 carbon atoms; or (iii) R.sub.2 is halogen, R.sub.3 and R.sub.4 are oxygen, and R.sub.5, R.sub.6 and R.sub.7 are all hydrogen; n may be 2 provided that (i) R.sub.3 and R.sub.4 together are oxygen; (ii) R.sub.4 and R.sub.5 together form a bond, or (iii) R.sub.2 is halogen; (iv) at least one of the substituents R.sub.1, R.sub.5, R.sub.6 and R.sub.7 is alkyl of 1 to 4 carbon atoms; or (v) R.sub.5 and R.sub.7 together form an alkylene chain of 3 to 6 carbon atoms, or provided that R.sub.5 and R.sub.7 are both hydrogen, R.sub.6 and A may alternatively be together with the carbon atom to which they are bound a 1,2-cycloalkylene group of formula: ##STR2## WHEREIN M IS 3 OR PROVIDED THAT R.sub.3 and R.sub.4 together are oxygen alternatively 4; and R.sub.7 is attached to any carbon atom of ring B except that marked * in the formula and is hydrogen or provided that R.sub.6 is hydrogen may alternatively be alkyl of 1 to 4 carbon atoms, Useful as antiphlogistics, antiarthritics and analgesics.

  该发明提供了I式的新化合物，其中R.sub.1为氢或1或2个碳原子的烷基; R.sub.2为原子序数为9至35的氢或卤素; A. I. R.sub.3和R.sub.4中的每一个为氢，或Ii. R.sub.3和R.sub.4在一起为氧，而I. R.sub.5为氢或1至4个碳原子的烷基，或Ii. R.sub.5和R.sub.7连接到同一个碳原子，并形成3至6个碳原子的烷基链，或B.当A定义为-- (CH.sub.2).sub.2 --时，R.sub.3为氢，而R.sub.4和R.sub.5在一起形成键; R.sub.6为氢或1至4个碳原子的烷基; A为-- (CH.sub.2).sub.n --，其中n取决于以下情况：当R.sub.3和R.sub.4在一起为氧时，n可以为0;当至少有一个R.sub.5，R.sub.6和R.sub.7为1至4个碳原子的烷基时，n可以为1;当R.sub.5，R.sub.6和R.sub.7均为氢，而R.sub.2为卤素，R.sub.3和R.sub.4为氧时，n可以为1;当R.sub.3和R.sub.4在一起为氧时，n可以为2;当R.sub.4和R.sub.5在一起形成键时，或R.sub.2为卤素时，n可以为2;当至少有一个取代基R.sub.1，R.sub.5，R.sub.6和R.sub.7为1至4个碳原子的烷基时，或者当R.sub.5和R.sub.7共同形成3至6个碳原子的烷基链时，n可以为2;或者当R.sub.5和R.sub.7均为氢时，R.sub.6和A可以与它们所结合的碳原子一起是公式的1,2-环烷基：其中M为3或4;而R.sub.7连接到除公式中标记*的环B的任何碳原子，为氢或者当R.sub.6为氢时，可以是1至4个碳原子的烷基。可用作抗炎、抗关节炎和止痛药。