(R)-4-tetradecalactone | 75629-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (R)-4-tetradecalactone
• 英文别名: (S)-4-tetradecalactone；2(3H)-Furanone, 5-decyldihydro-, (S)-；(5S)-5-decyloxolan-2-one
• CAS: 75629-73-1
• 化学式: C₁₄H₂₆O₂
• 分子量: 226.359
• InChiKey: AGNLJNRENXLLQO-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  decylcyclobutanone 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (5R)-5-decyltetrahydrofuran-2-one 、 (R)-4-tetradecalactone
  参考文献：
  名称：

  Krief, Alain; Ronvaux, Alain; Tuch, Arounarith, Bulletin des Societes Chimiques Belges, 1997, vol. 106, # 11, p. 699 - 702

  摘要：

  DOI：

文献信息

• Lipase-catalyzed transesterification in organic solvents: Preparation and enantiodifferentiation of optically enriched 4(5)-alkylated 1,4(1,5)-olides
  作者：Manfred Huffer、Peter Schreier

  DOI：10.1016/s0957-4166(00)82013-3

  日期：1991.1

  Porcine pancreatic lipase (PPL) catalyzed intramolecular transesterification of n-propyl esters of 4(5)-hydroxyalkanoic acids (C5-C12) in diethyl ether (20-degrees-C) yielded (S)-4-alkylated 1,4-olides of high optical purity (ee > 80%) and optically pure (R)-4-hydroxyalkanoic-n-propylesters, but exhibited low enantioselectivity for (S)-5-alkylated 1,5-olides (ee = 10-20%). The chiral analysis of 4(5)-hydroxyalkanoic esters was performed by HRGC and HPLC after their derivatization with (R)-(+)-1-phenylethylisocyanate, (S)-O-acetyllactic acid chloride, and (R)-(+)-alpha-methoxy-alpha-trifluoromethylphenylacetic acid chloride. The enantiodifferentiation of 1,4(1,5)-olides was achieved by HPLC on a chiral phase (ChiraSpher) using an on-line optical rotation detector (ChiraMonitor).
• Krief, Alain; Ronvaux, Alain; Tuch, Arounarith, Bulletin des Societes Chimiques Belges, 1997, vol. 106, # 11, p. 699 - 702
  作者：Krief, Alain、Ronvaux, Alain、Tuch, Arounarith

  DOI：——

  日期：——