Methyl 12-[(methanesulfonyl)oxy]octadec-9-enoate | 79760-41-1

• 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 12-[(methanesulfonyl)oxy]octadec-9-enoate
• 英文别名: methyl 12-methylsulfonyloxyoctadec-9-enoate
• CAS: 79760-41-1
• 化学式: C₂₀H₃₈O₅S
• 分子量: 390.585
• InChiKey: JEQPHUZELAFVAD-UHFFFAOYSA-N

物化性质

• 沸点：
  496.5±38.0 °C(Predicted)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  26
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 12-[(methanesulfonyl)oxy]octadec-9-enoate 在 palladium on activated charcoal 氢气 、 氧气 、 亚甲兰 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 、 四氯化碳 、 甲苯 为溶剂， 反应 21.5h， 生成 硬酯酸甲酯C18
  参考文献：
  名称：

  Bascetta, Emanuele; Gunstone, Frank D.; Scrimgeour, Charles M. S., Journal of the Chemical Society. Perkin transactions I, 1984, # 10, p. 2199 - 2206

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl ricinoleate 、 甲基磺酰氯 在 吡啶 作用下， 反应 4.0h， 以89.4%的产率得到Methyl 12-[(methanesulfonyl)oxy]octadec-9-enoate
  参考文献：
  名称：

  由蓖麻油酸甲酯大规模合成顺式9-9，反式十八十八碳二烯酸甲酯

  摘要：

  AbstractThe conjugated linoleic acid methyl cis‐9,trans‐11‐octadecadienoate has been prepared on a large scale from methyl ricinoleate. Methyl ricinoleate was purified from castor esters by a partition method. It was converted to the mesylate, which was reacted with a base (1,8‐diazabicyclo[5,4,0]‐undec‐7‐ene) to give a product that contained 66% of the desired ester. Two urea crystallizations produced a product containing 83% methyl cis‐9,trans‐11‐octadecadienoate, the identity of which was confirmed by gas chromatography linked to mass spectrometry and by Fourier transform infrared spectroscopy. The remaining impurities were methyl cis‐9,cis‐11‐ and cis‐9‐,trans‐12‐octadecadienoate.

  DOI：

  10.1007/s11746-997-0018-z

文献信息

• Mitochondria-Targeted Inhibitors of Cytochrome C Peroxidase for Protection from Apoptosis
  申请人：Atkinson Jeffrey

  公开号：US20130203829A1

  公开（公告）日：2013-08-08

  The present application is directed to novel imidazole-substituted fatty acids that have been functionalized with an alkyl triphenylphosphonium group, compositions comprising these compounds and their use as inhibitors of cytochrome c peroxidase, in particular for the treatment and prevention of apoptosis.

  本申请涉及一种新型咪唑基取代脂肪酸，其已被烷基三苯基膦基团官能化，包括这些化合物的组合物以及它们作为细胞色素c过氧化物酶抑制剂的用途，特别用于治疗和预防凋亡。
• US9365597B2
  申请人：——

  公开号：US9365597B2

  公开（公告）日：2016-06-14
• Large-scale synthesis of methyl cis-9, trans-11-octadecadienoate from methyl ricinoleate
  作者：O. Berdeaux、W. W. Christie、F. D. Gunstone、J. -L. Sebedio

  DOI：10.1007/s11746-997-0018-z

  日期：1997.8

  AbstractThe conjugated linoleic acid methyl cis‐9,trans‐11‐octadecadienoate has been prepared on a large scale from methyl ricinoleate. Methyl ricinoleate was purified from castor esters by a partition method. It was converted to the mesylate, which was reacted with a base (1,8‐diazabicyclo[5,4,0]‐undec‐7‐ene) to give a product that contained 66% of the desired ester. Two urea crystallizations produced a product containing 83% methyl cis‐9,trans‐11‐octadecadienoate, the identity of which was confirmed by gas chromatography linked to mass spectrometry and by Fourier transform infrared spectroscopy. The remaining impurities were methyl cis‐9,cis‐11‐ and cis‐9‐,trans‐12‐octadecadienoate.
• Bascetta, Emanuele; Gunstone, Frank D.; Scrimgeour, Charles M. S., Journal of the Chemical Society. Perkin transactions I, 1984, # 10, p. 2199 - 2206
  作者：Bascetta, Emanuele、Gunstone, Frank D.、Scrimgeour, Charles M. S.

  DOI：——

  日期：——