(2E,13Z)-Docosa-2,13-dien-1-ol | 439140-26-8

• 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: (2E,13Z)-Docosa-2,13-dien-1-ol
• CAS: 439140-26-8
• 化学式: C₂₂H₄₂O
• 分子量: 322.575
• InChiKey: LUEOZOACCFPGFZ-PZAJOLBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  23
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2E,13Z)-Docosa-2,13-dien-1-ol 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 (-)-diethyl tartrate 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到[(2R,3R)-((Z)-3-Nonadec-10-enyl)-oxiranyl]-methanol
  参考文献：
  名称：

  First total synthesis of strongylodiol A

  摘要：

  A new cytotoxic long-chain acetylenic alcohol (R)-strongylodiol A, originally isolated from an Okinawan marine sponge of the genus Strongylophora, has been synthesized for the first time using commercially available 1,10-decanediol. The key step of this process involves the selective introduction of the (R)-configuration at C-6 which was achieved by P-elimination of epoxychlorides. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00066-7
• 作为产物：
  描述：

  (1-壬基)三苯基溴化磷 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 生成 (2E,13Z)-Docosa-2,13-dien-1-ol
  参考文献：
  名称：

  First total synthesis of strongylodiol A

  摘要：

  A new cytotoxic long-chain acetylenic alcohol (R)-strongylodiol A, originally isolated from an Okinawan marine sponge of the genus Strongylophora, has been synthesized for the first time using commercially available 1,10-decanediol. The key step of this process involves the selective introduction of the (R)-configuration at C-6 which was achieved by P-elimination of epoxychlorides. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00066-7

文献信息

• First total synthesis of strongylodiol A
  作者：J.S Yadav、Rajesh Kumar Mishra

  DOI：10.1016/s0040-4039(02)00066-7

  日期：2002.2

  A new cytotoxic long-chain acetylenic alcohol (R)-strongylodiol A, originally isolated from an Okinawan marine sponge of the genus Strongylophora, has been synthesized for the first time using commercially available 1,10-decanediol. The key step of this process involves the selective introduction of the (R)-configuration at C-6 which was achieved by P-elimination of epoxychlorides. (C) 2002 Elsevier Science Ltd. All rights reserved.