9-[5-(9-Hydroxynon-1-ynyl)furan-2-yl]non-8-yn-1-ol | 362047-91-4

• 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: 9-[5-(9-Hydroxynon-1-ynyl)furan-2-yl]non-8-yn-1-ol
• CAS: 362047-91-4
• 化学式: C₂₂H₃₂O₃
• 分子量: 344.494
• InChiKey: RRKRNLCZLDSUKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-[5-(9-Hydroxynon-1-ynyl)furan-2-yl]non-8-yn-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-11-[5-((E)-10-Ethoxycarbonyl-dec-9-en-1-ynyl)-furan-2-yl]-undec-2-en-10-ynoic acid ethyl ester
  参考文献：
  名称：

  A concise synthesis of (+)- and (−)-adociacetylene B

  摘要：

  The syllthesis of (-)-adociacetylene B was completed in six steps in a yield of 9.3% while the (+)-enantiomer was synthesized in seven steps and 7.5%. An enzymatic resolution of racemic I using the lipase from Pseudomonas sp. was employed to obtain (+) and (-)-1. This synthesis of (S,S)-1 represents the first total synthesis of a naturally occurring acetylenic alcohol that has two chiral centers and four acetylene units. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00879-6
• 作为产物：
  描述：

  2,5-二溴呋喃 、 8-壬炔-1-醇 在 bis-triphenylphosphine-palladium(II) chloride 正丁基锂 、 zinc(II) chloride 作用下， 以66%的产率得到9-[5-(9-Hydroxynon-1-ynyl)furan-2-yl]non-8-yn-1-ol
  参考文献：
  名称：

  A concise synthesis of (+)- and (−)-adociacetylene B

  摘要：

  The syllthesis of (-)-adociacetylene B was completed in six steps in a yield of 9.3% while the (+)-enantiomer was synthesized in seven steps and 7.5%. An enzymatic resolution of racemic I using the lipase from Pseudomonas sp. was employed to obtain (+) and (-)-1. This synthesis of (S,S)-1 represents the first total synthesis of a naturally occurring acetylenic alcohol that has two chiral centers and four acetylene units. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00879-6

文献信息

• A concise synthesis of (+)- and (−)-adociacetylene B
  作者：Benjamin W Gung、Hamilton Dickson、Stephany Shockley

  DOI：10.1016/s0040-4039(01)00879-6

  日期：2001.7

  The syllthesis of (-)-adociacetylene B was completed in six steps in a yield of 9.3% while the (+)-enantiomer was synthesized in seven steps and 7.5%. An enzymatic resolution of racemic I using the lipase from Pseudomonas sp. was employed to obtain (+) and (-)-1. This synthesis of (S,S)-1 represents the first total synthesis of a naturally occurring acetylenic alcohol that has two chiral centers and four acetylene units. (C) 2001 Elsevier Science Ltd. All rights reserved.