(E)-(R)-6-Methyl-heptadec-2-en-9-ynoic acid ethyl ester | 214274-66-5

• 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: (E)-(R)-6-Methyl-heptadec-2-en-9-ynoic acid ethyl ester
• CAS: 214274-66-5
• 化学式: C₂₀H₃₄O₂
• 分子量: 306.489
• InChiKey: RJQKGJLTVPDALN-DGDHUYAWSA-N

物化性质

• 沸点：
  398.3±35.0 °C(predicted)
• 密度：
  0.902±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  22.0
• 可旋转键数：
  12.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-(R)-6-Methyl-heptadec-2-en-9-ynoic acid ethyl ester 在 氢氧化钾 、 乙醇 、 氨 、 sodium 作用下， 以 乙醚 为溶剂， 反应 7.0h， 生成 (6R)-6-methylheptadec-(9E)-enoic acid
  参考文献：
  名称：

  Enantiospecific synthesis of 6-methylheptadec-(9E)-enoic acid enantiomers, the antimicrobial principles of Sporothrix species

  摘要：

  An efficient synthesis of the title compound I in both its enantiomeric forms has been developed starting from (R)-citronellol. This involved the introduction of the required alkyl chain and the acidic component at the termini of the starting chiron via judicious derivatization of its bifunctionality to provide the enantiomers of I. The other key features of the synthesis were: (i) use of easily accessible and inexpensive materials/reagents; (ii) operational simplicity; and (iii) brevity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00265-1
• 作为产物：
  描述：

  (2RS,6S)-2,6-dimethyl-2-epoxyheptadec-9-yne 在 sodium hydride 、 高碘酸 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 生成 (E)-(R)-6-Methyl-heptadec-2-en-9-ynoic acid ethyl ester
  参考文献：
  名称：

  Enantiospecific synthesis of 6-methylheptadec-(9E)-enoic acid enantiomers, the antimicrobial principles of Sporothrix species

  摘要：

  An efficient synthesis of the title compound I in both its enantiomeric forms has been developed starting from (R)-citronellol. This involved the introduction of the required alkyl chain and the acidic component at the termini of the starting chiron via judicious derivatization of its bifunctionality to provide the enantiomers of I. The other key features of the synthesis were: (i) use of easily accessible and inexpensive materials/reagents; (ii) operational simplicity; and (iii) brevity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00265-1