tert-butyl-diphenyl-((1R,2S)-2,4,4-trimethyl-3-methylene-cyclpentylmethoxy)silane | 1253910-95-0

• 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: tert-butyl-diphenyl-((1R,2S)-2,4,4-trimethyl-3-methylene-cyclpentylmethoxy)silane
• 英文别名: tert-butyl-diphenyl-[[(1R,2S)-2,4,4-trimethyl-3-methylidenecyclopentyl]methoxy]silane
• CAS: 1253910-95-0
• 化学式: C₂₆H₃₆OSi
• 分子量: 392.657
• InChiKey: RFIBQCBNSOULBE-IRLDBZIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tert-butyl-diphenyl-((1R,2S)-2,4,4-trimethyl-3-methylene-cyclpentylmethoxy)silane 在 Wilkinson's catalyst 、 氢气 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 以85%的产率得到tert-butyl-diphenyl-((1R,2R,3S)-2,3,4,4-tetramethyl-cyclpentylmethoxy)silane
  参考文献：
  名称：

  Enantiospecific synthesis of sex pheromone of the obscure mealybug from pantolactone via tandem conjugate addition/cyclization

  摘要：

  An efficient synthesis of an enantiomer of insect's natural pheromone is reported starting from chiral pool D-(-)-pantolactone. Highly stereoselective tandem conjugate addition/cyclization sequence and hydrogenation of exocyclic double bond are the key steps in the present synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.166
• 作为产物：
  描述：

  Tebbe's reagent 、 (4R,5S)-4-(tert-butyl-diphenylsilanyloxymethyl)-2,2,5-trimethylcyclopentanone 以 四氢呋喃 为溶剂， 反应 0.75h， 以89%的产率得到tert-butyl-diphenyl-((1R,2S)-2,4,4-trimethyl-3-methylene-cyclpentylmethoxy)silane
  参考文献：
  名称：

  Enantiospecific synthesis of sex pheromone of the obscure mealybug from pantolactone via tandem conjugate addition/cyclization

  摘要：

  An efficient synthesis of an enantiomer of insect's natural pheromone is reported starting from chiral pool D-(-)-pantolactone. Highly stereoselective tandem conjugate addition/cyclization sequence and hydrogenation of exocyclic double bond are the key steps in the present synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.166

文献信息

• Enantiospecific synthesis of sex pheromone of the obscure mealybug from pantolactone via tandem conjugate addition/cyclization
  作者：Atul K. Hajare、Laxmikant S. Datrange、Samir Vyas、Debnath Bhuniya、D. Srinivasa Reddy

  DOI：10.1016/j.tetlet.2010.07.166

  日期：2010.10

  An efficient synthesis of an enantiomer of insect's natural pheromone is reported starting from chiral pool D-(-)-pantolactone. Highly stereoselective tandem conjugate addition/cyclization sequence and hydrogenation of exocyclic double bond are the key steps in the present synthesis. (C) 2010 Elsevier Ltd. All rights reserved.