[(1S,4S,4aS,5S,6S,8aS)-6-[(Z)-4-bromobut-2-en-2-yl]-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]oxy-tri(propan-2-yl)silane | 1110702-89-0

• 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: [(1S,4S,4aS,5S,6S,8aS)-6-[(Z)-4-bromobut-2-en-2-yl]-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]oxy-tri(propan-2-yl)silane
• CAS: 1110702-89-0
• 化学式: C₄₂H₆₅BrO₂Si₂
• 分子量: 738.052
• InChiKey: RVDDMCRDJCCJNI-KVMKADIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.32
• 重原子数：
  47
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(1S,4S,4aS,5S,6S,8aS)-6-[(Z)-4-bromobut-2-en-2-yl]-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]oxy-tri(propan-2-yl)silane 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成
  参考文献：
  名称：

  Asymmetric total synthesis of MK8383: the iron-mediated coupling reaction is the only effective method for the construction of the (Z)-trisubstituted side-chain alkene

  摘要：

  The first asymmetric total synthesis of MK8383 through the iron-mediated coupling reaction is described. in this total synthesis, the key step was clearly the stereoselective construction of the (Z)-trisubstituted side-chain alkene. Although this problem was seemingly easy to resolve, in fact it presented us an opportunity to evaluate the coupling reactions reported to date, and the iron-mediated coupling reaction was found to be the only effective method for the stereoselective construction of the (Z)-trisubstituted sidechain alkene. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.138
• 作为产物：
  描述：

  在 三溴化磷 作用下， 以 吡啶 、 乙醚 为溶剂， 生成 [(1S,4S,4aS,5S,6S,8aS)-6-[(Z)-4-bromobut-2-en-2-yl]-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]oxy-tri(propan-2-yl)silane
  参考文献：
  名称：

  Asymmetric total synthesis of MK8383: the iron-mediated coupling reaction is the only effective method for the construction of the (Z)-trisubstituted side-chain alkene

  摘要：

  The first asymmetric total synthesis of MK8383 through the iron-mediated coupling reaction is described. in this total synthesis, the key step was clearly the stereoselective construction of the (Z)-trisubstituted side-chain alkene. Although this problem was seemingly easy to resolve, in fact it presented us an opportunity to evaluate the coupling reactions reported to date, and the iron-mediated coupling reaction was found to be the only effective method for the stereoselective construction of the (Z)-trisubstituted sidechain alkene. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.138

文献信息

• Asymmetric total synthesis of MK8383: the iron-mediated coupling reaction is the only effective method for the construction of the (Z)-trisubstituted side-chain alkene
  作者：Nobuyuki Hayashi、Masahisa Nakada

  DOI：10.1016/j.tetlet.2008.10.138

  日期：2009.1

  The first asymmetric total synthesis of MK8383 through the iron-mediated coupling reaction is described. in this total synthesis, the key step was clearly the stereoselective construction of the (Z)-trisubstituted side-chain alkene. Although this problem was seemingly easy to resolve, in fact it presented us an opportunity to evaluate the coupling reactions reported to date, and the iron-mediated coupling reaction was found to be the only effective method for the stereoselective construction of the (Z)-trisubstituted sidechain alkene. (c) 2008 Elsevier Ltd. All rights reserved.