meso-4,8-undecanediol | 401788-69-0

• 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: meso-4,8-undecanediol
• 英文别名: (4S,8R)-undecane-4,8-diol
• CAS: 401788-69-0
• 化学式: C₁₁H₂₄O₂
• 分子量: 188.31
• InChiKey: SCKCYZPKJRGGEU-PHIMTYICSA-N

物化性质

• 沸点：
  288.1±8.0 °C(Predicted)
• 密度：
  0.914±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,10,15-triphenyl-20-p-benzoic acid porphyrin 、 meso-4,8-undecanediol 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 生成 (4S,8R)-undecanediol-bis-(4,8-O-5-(4'-carboxy)-5,10,15,20-tetraphenylporphyrin-4-carboxylate)
  参考文献：
  名称：

  Long-Range Stereo-Relay:  Relative and Absolute Configuration of 1,n-Glycols from Circular Dichroism of Liposomal Porphyrin Esters

  摘要：

  The relative and absolute configurations of long-chain syn- and anti-1,5-, 1,7- and 1,9-glycols were determined from exciton-coupled circular dichroism (ECCD) of the corresponding bis-5-(4'-carboxyl)-5,10,15,20-tetraphenylporphyrin esters measured in uniform (phi = 26 nm), unilamellar liposomes. Long-range transmission of configuration by ECCD is made possible through partial ordering of glycol ester-lipid molecules by liposomal bilayers.

  DOI：

  10.1021/ja047741a
• 作为产物：
  描述：

  戊二腈 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 8.0h， 生成 meso-4,8-undecanediol
  参考文献：
  名称：

  Long-Range Stereo-Relay:  Relative and Absolute Configuration of 1,n-Glycols from Circular Dichroism of Liposomal Porphyrin Esters

  摘要：

  The relative and absolute configurations of long-chain syn- and anti-1,5-, 1,7- and 1,9-glycols were determined from exciton-coupled circular dichroism (ECCD) of the corresponding bis-5-(4'-carboxyl)-5,10,15,20-tetraphenylporphyrin esters measured in uniform (phi = 26 nm), unilamellar liposomes. Long-range transmission of configuration by ECCD is made possible through partial ordering of glycol ester-lipid molecules by liposomal bilayers.

  DOI：

  10.1021/ja047741a

文献信息

• Toward the Creation of NMR Databases in Chiral Solvents:  Bidentate Chiral NMR Solvents for Assignment of the Absolute Configuration of Acyclic Secondary Alcohols
  作者：Yoshihisa Kobayashi、Nobuyuki Hayashi、Yoshito Kishi

  DOI：10.1021/ol0171160

  日期：2002.2.1

  The absolute configuration of acyclic secondary alcohols can be established from analysis of the chemical shift behaviors of the adjacent carbons in bidentate chiral solvents (R,R)- and (S,S)-1d as formulated in the boxed illustration.
• Long-Range Stereo-Relay:  Relative and Absolute Configuration of 1,<i>n</i>-Glycols from Circular Dichroism of Liposomal Porphyrin Esters
  作者：John B. MacMillan、Tadeusz F. Molinski

  DOI：10.1021/ja047741a

  日期：2004.8.1

  The relative and absolute configurations of long-chain syn- and anti-1,5-, 1,7- and 1,9-glycols were determined from exciton-coupled circular dichroism (ECCD) of the corresponding bis-5-(4'-carboxyl)-5,10,15,20-tetraphenylporphyrin esters measured in uniform (phi = 26 nm), unilamellar liposomes. Long-range transmission of configuration by ECCD is made possible through partial ordering of glycol ester-lipid molecules by liposomal bilayers.