(+/-)-methyl 3-methylheptanoate | 67061-26-1

• 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-methylheptanoate
• 英文别名: Methyl 3-methylheptanoate
• CAS: 67061-26-1
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: GZLDPMXJNRMXQC-UHFFFAOYSA-N

物化性质

• 沸点：
  90.2 °C(Press: 30 Torr)
• 密度：
  0.871 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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-methylheptanoate 、 双(2,2,2-三氟乙基)甲基磷酸酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以18%的产率得到4-methyl-2-oxooctyl-phosphonic acidbis(2,2,2-trifluoroethyl) ester
  参考文献：
  名称：

  A practical process for the preparation of bis(2,2,2-trifluoroethyl) 2-oxoalkylphosphonates by acylation with carboxylic esters

  摘要：

  The preparation of bis(2,2,2-trifluoroethyl) 2-oxoalkylphosphonates by the acylation of bis(2,2,2-trifluoroethyl) methylphosphonate was re-investigated using esters rather than the sensitive acyl chlorides. Based on our optimization, the best results were achieved when the base (LiHMDS) was added to a solution of the phosphonate and the acylating agent at 90 degrees C. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.06.068
• 作为产物：
  描述：

  巴豆酸甲酯 、 四丁基锡 在 TMPM 作用下， 以 乙腈 为溶剂， 反应 15.0h， 以36%的产率得到(+/-)-methyl 3-methylheptanoate
  参考文献：
  名称：

  Electron-Transfer-Photosensitized Conjugate Alkylation

  摘要：

  Photoinduced electron transfer (PET) from an aliphatic donor to a sensitizer and fragmentation of the radical cation leads to alkyl radicals. Radical alkylation of electron-withdrawing substituted alkenes and alkynes has been obtained in this way, and its scope has been explored. Effective sensitizers are tetramethyl pyromellitate (TMPM.), 1,4-dicyanonaphthalene (in combination with biphenyl, DCN/BP), and 1,2,4,5-tetracyanobenzene. Radical precursors are tetraalkylstannanes, 2,2-dialkyldioxolanes, and, less efficiently, carboxylic acids. Steady-state and flash photolysis experiments show that escape out of cage of radical ions is the main factor determining the yield of radical formation. This is efficient with triplet sensitizers such as TMPM, while with singlet sensitizers, the use of a "cosensitizer" is required, as in the DCN/BP system. Radical cations containing primary alkyl radicals escape and fragment more efficiently than those containing tertiary radicals. The thus-formed radicals are trapped by electron-withdrawing substituted alkenes, and the relative efficiency is determined by the rate of radical addition, in accord with the proposed mechanism. Among the alkynes tested, only dimethyl acetylenedicarboxylate reacts, and the order of radical reactivity is different. It is suggested that a different mechanism operates in this case and involves assistance by the alkyne to the radical cation fragmentation.

  DOI：

  10.1021/jo980093r

文献信息

• 2,5,6,7-tetranor-4,8-inter-m-phenylene PGI.sub.2 derivatives
  申请人：Toray Industries, Inc.

  公开号：US04775692A1

  公开（公告）日：1988-10-04

  Disclosed herein are novel prostaglandin I.sub.2 (PGI.sub.2) derivatives exhibiting excellent in vivo duration and activities, said derivatives being represented by the general formula: ##STR1## wherein R.sub.1, X, R.sub.2 and R.sub.3 are as defined herein.

  本文披露了一种展现出优异体内持续时间和活性的新型前列腺素I.sub.2（PGI.sub.2）衍生物，所述衍生物由以下一般式表示：##STR1##其中R.sub.1、X、R.sub.2和R.sub.3如本文所定义。
• 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。
• New highly fluorinated dirhodium(II) tetrakis(alkanecarboxylates) as catalysts for carbenoid CH insertion reactions
  作者：Andreas Endres、Gerhard Maas

  DOI：10.1016/s0022-328x(01)01380-8

  日期：2002.2

  perfluoro(methylcyclohexane) and catalyze the CH insertion reaction more effectively than all other catalysts, including Rh2(OAc)4. The same two catalysts were also used to achieve 1,5-cyclization of an α-diazo-β-keto ester by intramolecular CH insertion. Unfortunately, deterioration of the catalysts occurs to a significant extent during all reactions, and therefore, the possibilities to recover and

  六种高度氟化的四（烷烃羧酸盐）二氢吡啶鎓（II）[Rh 2（OOCR F）4，R F = C 7 F 15，CH 2 C 6 F 13，CH 2 CH 2 C 6 F 13，CH 2 CH 2 C 8 F 17，CH 2 CH 2 C 10 F 21和CH 2 OCH 2 CH 2 C 10 F 21制备并表征。研究了它们作为分子间类胡萝卜素CH插入催化剂的适用性，用于重氮乙酸甲酯与己烷的反应。在氟合成的框架中，只有Rh 2（OOCC 7 F 15）4和Rh 2（OOCCH 2 C 6 F 13）4是有趣的，因为它们可溶于全氟（甲基环己烷）并催化CH插入反应比所有其他催化剂（包括Rh 2（OAc）4）更有效。相同的两种催化剂还用于通过分子内CH插入来实现α-重氮-β-酮酸酯的1,5-环化。不幸的是，在所有反应过程中，催化剂的降解程度都很大，因此，回收和再利用它们的可能性相当有限。
• RCu.BF3. 3. Conjugate addition to previously unreactive substituted enoate esters and enoic acids
  作者：Yoshinori Yamamoto、Kazuhiro Maruyama

  DOI：10.1021/ja00478a060

  日期：1978.5
• Lewis acid mediated reactions of organocopper reagents. Entrainment in the conjugate addition to .alpha.,.beta.-unsaturated ketones, esters, and acids via the RCu.cntdot.BF3 system
  作者：Yoshinori Yamamoto、Sinichi Yamamoto、Hidetaka Yatagai、Yuji Ishihara、Kazuhiro Maruyama

  DOI：10.1021/jo00340a026

  日期：1982.1