luffarin-P | 145398-68-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: luffarin-P
• 英文别名: lufferin-P；(+)-luffarin-P；(+)-lufferin-P；(S)-luffarin-P；3-[(3E,7E)-10-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]-4,8-dimethyldeca-3,7-dienyl]-2H-furan-5-one
• CAS: 145398-68-1
• 化学式: C₂₅H₃₈O₂
• 分子量: 370.576
• InChiKey: WHYDZULPKRRAKT-HFVPNPRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 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：

  香叶基丙酮 在 potassium osmate(VI) 、 sodium periodate 、 甲基磺酰胺 、 双(三甲基硅烷基)氨基钾 、 potassium carbonate 、 lithium hexamethyldisilazane 、 potassium hexacyanoferrate(III) 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 、 叔丁醇 、 苯 为溶剂， 反应 28.5h， 生成 、 luffarin-P
  参考文献：
  名称：

  Preparation of (S)-γ-cyclogeraniol by lipase-catalyzed transesterification and synthesis of (+)-trixagol and (+)-luffarin-P

  摘要：

  Lipase-catalyzed kinetic resolution of gamma-cyclogeraniol by Candida antarctica lipase B yielded 23% of enantiomerically pure (S)-gamma-cyclogeraniol. (+)-trixagol and (+)-luffarin-P were synthesized from the obtained (S)-gamma-cyclogeraniol, and the absolute configuration of natural (+)-luffarin-P was determined to have an S configuration by our first synthesis of (S)-luffarin-P for the first time. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2015.11.019

文献信息

• Preparation of (S)-γ-cyclogeraniol by lipase-catalyzed transesterification and synthesis of (+)-trixagol and (+)-luffarin-P
  作者：Mikio Fujii、Yosuke Morimoto、Machiko Ono、Hiroyuki Akita

  DOI：10.1016/j.molcatb.2015.11.019

  日期：2016.1

  Lipase-catalyzed kinetic resolution of gamma-cyclogeraniol by Candida antarctica lipase B yielded 23% of enantiomerically pure (S)-gamma-cyclogeraniol. (+)-trixagol and (+)-luffarin-P were synthesized from the obtained (S)-gamma-cyclogeraniol, and the absolute configuration of natural (+)-luffarin-P was determined to have an S configuration by our first synthesis of (S)-luffarin-P for the first time. (C) 2015 Elsevier B.V. All rights reserved.