3-羟基十一烷酸甲酯 | 129758-71-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-羟基十一烷酸甲酯
• 中文别名: 3-羟基十一酸甲酯
• 英文名称: Methyl 3-hydroxyundecanoate
• CAS: 129758-71-0
• 化学式: C₁₂H₂₄O₃
• 分子量: 216.321
• InChiKey: ODWHGFYACOPLGF-UHFFFAOYSA-N

物化性质

• 溶解度：
  氯仿：可溶；乙醇：可溶；甲醇：可溶

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2-二甲基丁炔酯 在 正丁基锂 、 四乙基对甲苯磺酸铵 作用下， 反应 1.42h， 生成 3-羟基十一烷酸甲酯
  参考文献：
  名称：

  New one carbon homologation reagents utilizing electrochemical oxidation of organosilicon compounds

  摘要：

  Phenylthio(trimethylsilyl)methane, phenylthiosbis(trimethylsily)methane, methoxy(trimethysily)methane, and methoxybis(trimethylsilyl)methane are depronated and the resulting anions are alkylated with electrophiles such as organic halides. The alkylation products are readily converted into the corresponding dimethyl acetals or methyl esters by electrochemical oxidation in methanol.

  DOI：

  10.1016/s0040-4020(01)87051-4

文献信息

• Methoxy(trimethylsilyl)methane and methoxybis(trimethylsilyl)methane as new reagents for homologation
  作者：Jun-ichi Yoshida、Shin-ichiro Matsunaga、Sachihiko Isoe

  DOI：10.1016/s0040-4039(00)95164-5

  日期：1989.1

  New synthons of formyl anion (methoxy(trimethylsilyl)methane (1)) and alkoxylcarbonyl anion (methoxybis(trimethylsilyl)methane (2)) have been developed using oxidative cleavage of the carbon-silicon bond by anodic oxidation.

  利用碳-硅键通过阳极氧化的氧化裂解，已经开发出新的甲酰基阴离子（甲氧基（三甲基甲硅烷基）甲烷（1））和烷氧基羰基阴离子（甲氧基双（三甲基甲硅烷基）甲烷（2））。
• An environmentally friendly procedure for Mukaiyama aldol and Mukaiyama–Michael reactions using a catalytic amount of DBU under solvent- and metal-free conditions
  作者：Zhi-Liang Shen、Shun-Jun Ji、Teck-Peng Loh

  DOI：10.1016/j.tetlet.2004.11.099

  日期：2005.1

  Mukaiyama aldol and Mukaiyama–Michael reactions can proceed smoothly in the presence of a catalytic amount of DBU (20% mmol), to afford the corresponding products in moderate to good yields. This solvent- and metal-free approach provides an environmentally friendly procedure for Mukaiyama reactions.

  在存在催化量的DBU（20％mmol）的情况下，Mukaiyama醇醛和Mukaiyama-Michael反应可以平稳进行，从而以中等至良好的收率提供相应的产物。这种无溶剂和无金属的方法为Mukaiyama反应提供了一种环境友好的程序。
• An Efficient Method for the Direct Peroxygenation of Various Olefinic Compounds with Molecular Oxygen and Triethylsilane Catalyzed by a Cobalt(II) Complex
  作者：Shigeru Isayama

  DOI：10.1246/bcsj.63.1305

  日期：1990.5

  An efficient method for the direct peroxygenation of various olefinic compounds with molecular oxygen and triethylsilane (Et3SiH) was developed by the use of a catalytic amount of a bis(1,3-diketonato)cobalt(II) complex. According to the above method, 1-phenyl-3-triethylsilydioxybutane (2) was directly produced from 4-phenyl-1-butene (1) by means of a reaction with O2 and Et3SiH at room temperature. Styrene (3) and ethyl acrylate (5a) were also smoothly peroxygenated to give 1-phenyl-1-triethylsilyldioxyethane (4) and ethyl 2-triethylsilyldioxypropionate (6a) by using a small amount of t-BuOOH as an initiator. The successive desilylation of 6a and reduction of the resulting ethyl 2-hydroperoxypropionate (8a) afforded the corresponding alcohol, ethyl lactate (10a), in a high yield. The synthetic utility of the present peroxygenation reaction was demonstrated in the preparation of α-hydroxy esters 10a–e from several α,β-unsaturated esters 5a–e via the corresponding triethylsilyldioxy derivatives.

  一种使用双(1,3-二酮基)钴(II)配合物催化剂对各种烯烃化合物进行分子氧和三乙基硅烷(Et3SiH)直接过氧化的高效方法已被开发。根据上述方法，通过在室温下使用O2和Et3SiH与4-苯基-1-丁烯(1)反应，直接生成了1-苯基-3-三乙基硅氧基丁烷(2)。此外，苯乙烯(3)和丙烯酸乙酯(5a)也能顺利地进行过氧化反应，使用少量t-BuOOH作为引发剂，分别得到1-苯基-1-三乙基硅氧基乙烷(4)和乙基2-三乙基硅氧基丙酸酯(6a)。接着对6a进行脱硅基化反应，并将其产物乙基2-氢过氧化丙酸酯(8a)还原，以高产率获得了相应的醇，即乙醇酸乙酯(10a)。本过氧化反应的合成实用性通过从几种α,β-不饱和酯5a–e制备相应的三乙基硅氧基衍生物，进而合成α-羟基酯10a–e得到了展现。
• Optically active ceramides and process for producing the same
  申请人：Takasago International Corporation

  公开号：EP0856510B1

  公开（公告）日：2002-12-11
• YOSHIDA, JUN-ICHI;MATSUNAGA, SHIN-ICHIRO;ISOE, SACHIHIKO, TETRAHEDRON LETT., 30,(1989) N 2, C. 219-222
  作者：YOSHIDA, JUN-ICHI、MATSUNAGA, SHIN-ICHIRO、ISOE, SACHIHIKO

  DOI：——

  日期：——