(R)-2-[2-((1S,4aS,8aS)-5,5,8a-Trimethyl-2-methylene-decahydro-naphthalen-1-yl)-eth-(Z)-ylidene]-butane-1,3-diol | 220170-91-2

• 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: (R)-2-[2-((1S,4aS,8aS)-5,5,8a-Trimethyl-2-methylene-decahydro-naphthalen-1-yl)-eth-(Z)-ylidene]-butane-1,3-diol
• CAS: 220170-91-2
• 化学式: C₂₀H₃₄O₂
• 分子量: 306.489
• InChiKey: SMUJMDIVKUWQQW-JDHOSLTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (R)-2-[2-((1S,4aS,8aS)-5,5,8a-Trimethyl-2-methylene-decahydro-naphthalen-1-yl)-eth-(Z)-ylidene]-butane-1,3-diol 在 吡啶 、 sodium hydride 作用下， 反应 3.75h， 生成 Benzoic acid (Z)-2-[(R)-1-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-ethyl]-4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-but-2-enyl ester
  参考文献：
  名称：

  Determination of the absolute stereochemistry of the epoxide group in alpinia epoxide by NMR

  摘要：

  The absolute stereochemistry of the epoxide group in alpinia epoxide [14,15-epoxylabda-8(17),12-dien-16-al (E)] has been determined by simultaneous reduction of the aldehyde and epoxide functional groups in this molecule to primary and secondary alcohols, followed by selective protection of the primary alcohol and derivitization of the secondary alcohol with S(+) and R(-) MTPCl as Mosher esters. Changes in H-1 NMR chemical shifts for all positions in these two esters were determined by 2D-NMR and used to infer the absolute stereochemistry of the epoxide group in the natural product alpinia epoxide. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00298-2
• 作为产物：
  描述：

  alpina epoxide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以64%的产率得到(E)-labda-8(17),12-diene-15,16-diol
  参考文献：
  名称：

  Determination of the absolute stereochemistry of the epoxide group in alpinia epoxide by NMR

  摘要：

  The absolute stereochemistry of the epoxide group in alpinia epoxide [14,15-epoxylabda-8(17),12-dien-16-al (E)] has been determined by simultaneous reduction of the aldehyde and epoxide functional groups in this molecule to primary and secondary alcohols, followed by selective protection of the primary alcohol and derivitization of the secondary alcohol with S(+) and R(-) MTPCl as Mosher esters. Changes in H-1 NMR chemical shifts for all positions in these two esters were determined by 2D-NMR and used to infer the absolute stereochemistry of the epoxide group in the natural product alpinia epoxide. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00298-2