di-tert-butyl(isobutyl)(3-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)phenoxy)silane | 1388152-67-7

• 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: di-tert-butyl(isobutyl)(3-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)phenoxy)silane
• CAS: 1388152-67-7
• 化学式: C₃₄H₅₈OSi
• 分子量: 510.919
• InChiKey: AFDWYHSLGMDLTJ-HSYUOZMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.62
• 重原子数：
  36.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl(isobutyl)(3-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)phenoxy)silane 在 (R)-3,3'-dichloro-1,1'-binaphthalene-2,2'-diol 、 氯化锑(V) 作用下， 以 二氯甲烷 为溶剂， 生成 di-tert-butyl(isobutyl)((4bR,6aS,10aS)-4b,7,7,10a-tetramethyl-4b,5,6,6a,7,8,9,10,10a,10b,11,12-dodecahydrochrysen-2-yloxy)silane 、 di-tert-butyl(isobutyl)((4bR,6aS,10aS)-4b,7,7,10a-tetramethyl-4b,5,6,6a,7,8,9,10,10a,10b,11,12-dodecahydrochrysen-2-yloxy)silane
  参考文献：
  名称：

  Highly Enantioselective Proton-Initiated Polycyclization of Polyenes

  摘要：

  This report describes the synthesis of a range of chiral polycyclic molecules (tricyclic to pentacyclic) from achiral polyene precursors by enantio-selective proton-initiated polycyclization promoted by the 11 complex of o,o'-dichloro-BINOL and SbCl5. Excellent yields (ca. 90% per ring formed) and enantioselectivety (20:1 to 50:1) were obtained. The process is practical as well as efficient, because the chiral ligand is both readily prepared from R,R- or S,S-BINOL and easily recovered from the reaction mixture by extraction.

  DOI：

  10.1021/ja305851h
• 作为产物：
  描述：

  反,反-西基乙酸 、 di-tert-butylisobutylsilyl benzylmagnesium bromide 在 dilithium tetrachlorocuprate 作用下， 以 四氢呋喃 为溶剂， 反应 2.33h， 以82%的产率得到di-tert-butyl(isobutyl)(3-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)phenoxy)silane
  参考文献：
  名称：

  Highly Enantioselective Proton-Initiated Polycyclization of Polyenes

  摘要：

  This report describes the synthesis of a range of chiral polycyclic molecules (tricyclic to pentacyclic) from achiral polyene precursors by enantio-selective proton-initiated polycyclization promoted by the 11 complex of o,o'-dichloro-BINOL and SbCl5. Excellent yields (ca. 90% per ring formed) and enantioselectivety (20:1 to 50:1) were obtained. The process is practical as well as efficient, because the chiral ligand is both readily prepared from R,R- or S,S-BINOL and easily recovered from the reaction mixture by extraction.

  DOI：

  10.1021/ja305851h