(Z,Z,Z,Z,Z)-2-methyl-5,6,9,10,13,14,17,18,21,22-decapropyl-24-(trimethylsilyl)-5,9,13,17,21-tetracosapentaen-3,7,11,15,19,23-hexayn-2-ol | 500791-66-2

• 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: (Z,Z,Z,Z,Z)-2-methyl-5,6,9,10,13,14,17,18,21,22-decapropyl-24-(trimethylsilyl)-5,9,13,17,21-tetracosapentaen-3,7,11,15,19,23-hexayn-2-ol
• 英文别名: (Z,Z,Z,Z,Z)-2-methyl-5,6,9,10,13,14,17,18,21,22-decapropyl-24-trimethylsilyl-5,9,13,17,21-tetracosapentaen-3,7,11,15,19,23-hexayn-2-ol；(5Z,9Z,13Z,17Z,21Z)-2-methyl-5,6,9,10,13,14,17,18,21-nonapropyl-22-(2-trimethylsilylethynyl)pentacosa-5,9,13,17,21-pentaen-3,7,11,15,19-pentayn-2-ol
• CAS: 500791-66-2
• 化学式: C₅₈H₈₆OSi
• 分子量: 827.406
• InChiKey: QLLWQGGRGMMLNH-BVYWPTQFSA-N

物化性质

• 沸点：
  792.8±60.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.14
• 重原子数：
  60
• 可旋转键数：
  32
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  (Z,Z,Z,Z,Z)-2-methyl-5,6,9,10,13,14,17,18,21,22-decapropyl-24-(trimethylsilyl)-5,9,13,17,21-tetracosapentaen-3,7,11,15,19,23-hexayn-2-ol 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 2.0h， 生成 (5Z,9Z,13Z,17Z,21Z)-22-Ethynyl-2-methyl-5,6,9,10,13,14,17,18,21-nonapropyl-pentacosa-5,9,13,17,21-pentaene-3,7,11,15,19-pentayn-2-ol
  参考文献：
  名称：

  Efficient and General Synthetic Method for Preparing Oligoenynes with Either trans- or cis-Olefinic Configuration

  摘要：

  Efficient and practical synthesis of a variety of 1-iodo-4-trimethylsilylbut-1-en-3-yne derivatives with trans- and cis-olefinic configuration, and their repeated use as building blocks for the synthesis of trans- and cis-oligoenynes, respectively, are described.

  DOI：

  10.1021/ol0274413
• 作为产物：
  描述：

  4-辛炔 在 copper(l) iodide 四氢吡咯 、 titanium(IV) isopropylate 、 tris(dibenzylideneacetone)dipalladium (0) 、 异丙基氯化镁 、 potassium carbonate 、 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 204.0h， 生成 (Z,Z,Z,Z,Z)-2-methyl-5,6,9,10,13,14,17,18,21,22-decapropyl-24-(trimethylsilyl)-5,9,13,17,21-tetracosapentaen-3,7,11,15,19,23-hexayn-2-ol
  参考文献：
  名称：

  Highly Practical and General Synthesis of Monodisperse Linear π-Conjugated Oligoenynes and Oligoenediynes with Either trans- or cis-Olefin Configuration

  摘要：

  Efficient and practical synthesis of a variety of 1-iodo-4-(trimethylsilyl)but-1-en-3-yne derivatives 1 and 2 with trans- and cis-olefin configuration was described. Their repeated use as building blocks allowed the facile synthesis of trans- and cis-oligoenynes, respectively. Development of a highly practical method for preparing monodisperse trans- and cis-oligoenediynes having the effective conjugation length was also accomplished by using 5 and 4, which can be readily prepared from 1 and 2, respectively.

  DOI：

  10.1021/ja037975e

文献信息

• Efficient and General Synthetic Method for Preparing Oligoenynes with Either <i>trans</i>- or <i>cis</i>-Olefinic Configuration
  作者：Yuuki Takayama、Christophe Delas、Kenji Muraoka、Fumie Sato

  DOI：10.1021/ol0274413

  日期：2003.2.1

  Efficient and practical synthesis of a variety of 1-iodo-4-trimethylsilylbut-1-en-3-yne derivatives with trans- and cis-olefinic configuration, and their repeated use as building blocks for the synthesis of trans- and cis-oligoenynes, respectively, are described.
• Highly Practical and General Synthesis of Monodisperse Linear π-Conjugated Oligoenynes and Oligoenediynes with Either <i>trans</i>- or <i>cis</i>-Olefin Configuration
  作者：Yuuki Takayama、Christophe Delas、Kenji Muraoka、Minoru Uemura、Fumie Sato

  DOI：10.1021/ja037975e

  日期：2003.11.1

  Efficient and practical synthesis of a variety of 1-iodo-4-(trimethylsilyl)but-1-en-3-yne derivatives 1 and 2 with trans- and cis-olefin configuration was described. Their repeated use as building blocks allowed the facile synthesis of trans- and cis-oligoenynes, respectively. Development of a highly practical method for preparing monodisperse trans- and cis-oligoenediynes having the effective conjugation length was also accomplished by using 5 and 4, which can be readily prepared from 1 and 2, respectively.