2-[(1E,5E,7E,9R,10R,11E)-10-[tert-butyl(dimethyl)silyl]oxy-3-methoxy-3,7,9,11-tetramethyltrideca-1,5,7,11-tetraenyl]-6-methoxy-3,5-dimethylpyran-4-one | 908333-90-4

• 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: 2-[(1E,5E,7E,9R,10R,11E)-10-[tert-butyl(dimethyl)silyl]oxy-3-methoxy-3,7,9,11-tetramethyltrideca-1,5,7,11-tetraenyl]-6-methoxy-3,5-dimethylpyran-4-one
• CAS: 908333-90-4
• 化学式: C₃₂H₅₂O₅Si
• 分子量: 544.847
• InChiKey: FIECKCVJVKVCBG-UWXHFSMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.57
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(1E,5E,7E,9R,10R,11E)-10-[tert-butyl(dimethyl)silyl]oxy-3-methoxy-3,7,9,11-tetramethyltrideca-1,5,7,11-tetraenyl]-6-methoxy-3,5-dimethylpyran-4-one 在 camphor-10-sulfonic acid 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以70%的产率得到2-[(1E,5E,7E,9R,10R,11E)-10-hydroxy-3-methoxy-3,7,9,11-tetramethyltrideca-1,5,7,11-tetraenyl]-6-methoxy-3,5-dimethylpyran-4-one
  参考文献：
  名称：

  The first total synthesis and structural determination of actinopyrone A

  摘要：

  Actinopyrone A (1) has been synthesized by using our developed remote stereoinduction, Kocienski olefination, Horner-Wadsworth-Emmons olefination, and reductive de-conjugation of the vinylpyrone. A concise method of O-methylation to obtain the gamma-pyrone has also been established. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.028
• 作为产物：
  描述：

  (2E,6E)-(4R,5R)-5-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-octa-2,6-dienal 在 pyridine-SO3 complex 、 camphor-10-sulfonic acid 、 sodium hexamethyldisilazane 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 二甲基亚砜 为溶剂， 反应 25.0h， 生成 2-[(1E,5E,7E,9R,10R,11E)-10-[tert-butyl(dimethyl)silyl]oxy-3-methoxy-3,7,9,11-tetramethyltrideca-1,5,7,11-tetraenyl]-6-methoxy-3,5-dimethylpyran-4-one
  参考文献：
  名称：

  The first total synthesis and structural determination of actinopyrone A

  摘要：

  Actinopyrone A (1) has been synthesized by using our developed remote stereoinduction, Kocienski olefination, Horner-Wadsworth-Emmons olefination, and reductive de-conjugation of the vinylpyrone. A concise method of O-methylation to obtain the gamma-pyrone has also been established. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.028

文献信息

• The first total synthesis and structural determination of actinopyrone A
  作者：Seijiro Hosokawa、Kazuya Yokota、Keisuke Imamura、Yasuaki Suzuki、Masataka Kawarasaki、Kuniaki Tatsuta

  DOI：10.1016/j.tetlet.2006.05.028

  日期：2006.7

  Actinopyrone A (1) has been synthesized by using our developed remote stereoinduction, Kocienski olefination, Horner-Wadsworth-Emmons olefination, and reductive de-conjugation of the vinylpyrone. A concise method of O-methylation to obtain the gamma-pyrone has also been established. (c) 2006 Elsevier Ltd. All rights reserved.