2-((S)-9-cycloheptyl-2-methylnonyloxy)tetrahydro-2H-pyran | 1206717-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-((S)-9-cycloheptyl-2-methylnonyloxy)tetrahydro-2H-pyran
• CAS: 1206717-10-3
• 化学式: C₂₂H₄₂O₂
• 分子量: 338.574
• InChiKey: DGNAYIVHCVGLDD-AIBWNMTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.87
• 重原子数：
  24.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-((S)-9-cycloheptyl-2-methylnonyloxy)tetrahydro-2H-pyran 在 甲醇 、 对甲苯磺酸 作用下， 反应 4.0h， 以89%的产率得到(S)-9-cycloheptyl-2-methylnonan-1-ol
  参考文献：
  名称：

  Identification of (S)-11-cycloheptyl-4-methylundecanoic acid in acylphosphatidylglycerol from Alicyclobacillus acidoterrestris

  摘要：

  A method is described for the identification of molecular species of acylphosphatidylglycerols containing a branched cyclo fatty acid ((S)-11-cycloheptyl-4-methylundecanoic acid; brc19:0) from Alicyclobacillus acidoterrestris and its identification as picolinyl ester by means of GC-MS. The combination of TLC, negative RP-HPLC-ESI-MS/MS, enzymatic hydrolysis, and CC-MS was used to identify unusual molecular species of acylphosphatidylglycerols with cyclic and branched FA. The acid, brc19:0, was also synthesized to unambiguously confirm its structure. According to feeding experiments with (13)C-labeled propionate, the C(3) internal unit (branched methyl) of brc19:0 is assembled from propionate and not from methionine. (C) 2009 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2009.02.001
• 作为产物：
  描述：

  (6-bromohexyl)cycloheptane 、 (2'R)-2-[2-methyl-3-[(p-toluenesulfonyl)-oxy]-propoxy]tetrahydropyran 在 碘 、 magnesium 、 1,2-二溴乙烷 、 dilithium tetrachlorocuprate 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 以93%的产率得到2-((S)-9-cycloheptyl-2-methylnonyloxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  Identification of (S)-11-cycloheptyl-4-methylundecanoic acid in acylphosphatidylglycerol from Alicyclobacillus acidoterrestris

  摘要：

  A method is described for the identification of molecular species of acylphosphatidylglycerols containing a branched cyclo fatty acid ((S)-11-cycloheptyl-4-methylundecanoic acid; brc19:0) from Alicyclobacillus acidoterrestris and its identification as picolinyl ester by means of GC-MS. The combination of TLC, negative RP-HPLC-ESI-MS/MS, enzymatic hydrolysis, and CC-MS was used to identify unusual molecular species of acylphosphatidylglycerols with cyclic and branched FA. The acid, brc19:0, was also synthesized to unambiguously confirm its structure. According to feeding experiments with (13)C-labeled propionate, the C(3) internal unit (branched methyl) of brc19:0 is assembled from propionate and not from methionine. (C) 2009 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2009.02.001