(4S,6R,7aR)-3-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-6-methyl-4-tri(propan-2-yl)silyloxy-1,4,5,6,7,7a-hexahydroinden-2-one | 1198052-78-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (4S,6R,7aR)-3-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-6-methyl-4-tri(propan-2-yl)silyloxy-1,4,5,6,7,7a-hexahydroinden-2-one
• CAS: 1198052-78-6
• 化学式: C₃₈H₅₈O₃Si₂
• 分子量: 619.048
• InChiKey: LXKQXHCJCKYOCL-OQFWUBAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.22
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4S,6R,7aR)-3-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-6-methyl-4-tri(propan-2-yl)silyloxy-1,4,5,6,7,7a-hexahydroinden-2-one 在 dimethyl sulfide borane 、 (3aR)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydro-2H-pyrrolo[2,1-e]azaborole 、 甲醇 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 、 (2S,4S,6R,7aR)-3-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-6-methyl-4-tri(propan-2-yl)silyloxy-2,4,5,6,7,7a-hexahydro-1H-inden-2-ol
  参考文献：
  名称：

  First Asymmetric Total Syntheses of Fawcettimine-Type Lycopodium Alkaloids, Lycoposerramine-C and Phlegmariurine-A

  摘要：

  A successful asymmetric total synthesis of lycoposerramine-C involving such key steps as a cobalt-mediated Pauson-Khand reaction and vinyl Claisen rearrangement and its biomimetic transformation to phlegmariurine-A are described.

  DOI：

  10.1021/ol902437t
• 作为产物：
  描述：

  一氧化碳 、 tert-butyl-[(6S,8R)-8-methyl-6-tri(propan-2-yl)silyloxyundec-10-en-4-ynoxy]-diphenylsilane 在 dicobalt octacarbonyl 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以87%的产率得到(4S,6R,7aR)-3-[3-[tert-butyl(diphenyl)silyl]oxypropyl]-6-methyl-4-tri(propan-2-yl)silyloxy-1,4,5,6,7,7a-hexahydroinden-2-one
  参考文献：
  名称：

  First Asymmetric Total Syntheses of Fawcettimine-Type Lycopodium Alkaloids, Lycoposerramine-C and Phlegmariurine-A

  摘要：

  A successful asymmetric total synthesis of lycoposerramine-C involving such key steps as a cobalt-mediated Pauson-Khand reaction and vinyl Claisen rearrangement and its biomimetic transformation to phlegmariurine-A are described.

  DOI：

  10.1021/ol902437t

文献信息

• First Asymmetric Total Syntheses of Fawcettimine-Type <i>Lycopodium</i> Alkaloids, Lycoposerramine-C and Phlegmariurine-A
  作者：Atsushi Nakayama、Noriyuki Kogure、Mariko Kitajima、Hiromitsu Takayama

  DOI：10.1021/ol902437t

  日期：2009.12.3

  A successful asymmetric total synthesis of lycoposerramine-C involving such key steps as a cobalt-mediated Pauson-Khand reaction and vinyl Claisen rearrangement and its biomimetic transformation to phlegmariurine-A are described.