(5E,9E,13E,17E,21E,25E)-6,10,14,18,22,26,30-Heptamethyl-hentriaconta-5,9,13,17,21,25,29-heptaen-1-yne | 257885-61-3

• 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: (5E,9E,13E,17E,21E,25E)-6,10,14,18,22,26,30-Heptamethyl-hentriaconta-5,9,13,17,21,25,29-heptaen-1-yne
• 英文别名: (5E,9E,13E,17E,21E,25E)-6,10,14,18,22,26,30-heptamethylhentriaconta-5,9,13,17,21,25,29-heptaen-1-yne
• CAS: 257885-61-3
• 化学式: C₃₈H₆₀
• 分子量: 516.894
• InChiKey: DUNASOPZGRLBGT-QREMRLEISA-N

物化性质

• 沸点：
  588.2±29.0 °C(predicted)
• 密度：
  0.870±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  38
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  三甲基铝 、 2-chloromethyl-5,6-dimethoxy-3-methyl-[1,4]benzoquinone 、 (5E,9E,13E,17E,21E,25E)-6,10,14,18,22,26,30-Heptamethyl-hentriaconta-5,9,13,17,21,25,29-heptaen-1-yne 在 二氯二茂锆 、 bis(triphenylphosphine)nickel(II) chloride 、 正丁基锂 作用下， 以 正己烷 、 1,2-二氯乙烷 、 四氢呋喃 为溶剂， 以89%的产率得到辅酶Q8
  参考文献：
  名称：

  A Convergent Approach to Coenzyme Q

  摘要：

  Syntheses of coenzyme Q(3-8) are described, as well as related systems such as plastoquinone-5. Preparation of thr higher homologues of the ubiquinones relies on two new conjunctive reagents, or "linchpins", each of which ultimately corresponds to two or three prenyl units. These allow for attachment of a polyprenyl halide at one end, followed by a Ni(0)-catalyzed cross-coupling at the other terminus with a chloromethylated p-quinone.

  DOI：

  10.1021/ja992164p
• 作为产物：
  描述：

  反式-3-羟甲基-2-丁烯基氯 在 sodium tetrahydroborate 、 N-氯代丁二酰亚胺 、 正丁基锂 、 [1,3-双(二苯基膦基)丙烷]二氯化钯(II) 、 二甲基硫 、 磷酸 、 四丁基氟化铵 、 三乙基硼氢化锂 、 二甲基亚砜 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 反应 144.0h， 生成 (5E,9E,13E,17E,21E,25E)-6,10,14,18,22,26,30-Heptamethyl-hentriaconta-5,9,13,17,21,25,29-heptaen-1-yne
  参考文献：
  名称：

  A Convergent Approach to Coenzyme Q

  摘要：

  Syntheses of coenzyme Q(3-8) are described, as well as related systems such as plastoquinone-5. Preparation of thr higher homologues of the ubiquinones relies on two new conjunctive reagents, or "linchpins", each of which ultimately corresponds to two or three prenyl units. These allow for attachment of a polyprenyl halide at one end, followed by a Ni(0)-catalyzed cross-coupling at the other terminus with a chloromethylated p-quinone.

  DOI：

  10.1021/ja992164p

文献信息

• A Convergent Approach to Coenzyme Q
  作者：Bruce H. Lipshutz、Gerd Bulow、Fernando Fernandez-Lazaro、Sung-Kyu Kim、Richard Lowe、Paul Mollard、Kirk L. Stevens

  DOI：10.1021/ja992164p

  日期：1999.12.1

  Syntheses of coenzyme Q(3-8) are described, as well as related systems such as plastoquinone-5. Preparation of thr higher homologues of the ubiquinones relies on two new conjunctive reagents, or "linchpins", each of which ultimately corresponds to two or three prenyl units. These allow for attachment of a polyprenyl halide at one end, followed by a Ni(0)-catalyzed cross-coupling at the other terminus with a chloromethylated p-quinone.