methyl (Z)-6-methyl-9-(4-methylphenyl)-3-oxo-9-tri(propan-2-yl)silyloxynon-6-enoate | 1424280-45-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (Z)-6-methyl-9-(4-methylphenyl)-3-oxo-9-tri(propan-2-yl)silyloxynon-6-enoate
• CAS: 1424280-45-4
• 化学式: C₂₇H₄₄O₄Si
• 分子量: 460.729
• InChiKey: SQPWAZYJDPDGAO-QRVIBDJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.48
• 重原子数：
  32
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (Z)-6-methyl-9-(4-methylphenyl)-3-oxo-9-tri(propan-2-yl)silyloxynon-6-enoate 在 manganese(III) triacetate dihydrate 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 叔丁醇 为溶剂， 反应 13.0h， 以36%的产率得到methyl (4aS,10aS)-2-hydroxy-4a,6-dimethyl-9-tri(propan-2-yl)silyloxy-4,9,10,10a-tetrahydro-3H-phenanthrene-1-carboxylate
  参考文献：
  名称：

  Stereoselective construction of cis-decalin framework via radical domino cyclization

  摘要：

  Steroids with A/B cis-decalin moiety and various bioactivities have attracted many synthetic chemists as target molecules and development of efficient methodology providing cis-decalins has been desired. A stereoselective domino cyclization via Mn(OAc)(3) and Cu(OTf)(2)-mediated radical reaction was found to be effective to construct cis-decalin framework. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.050
• 作为产物：
  描述：

  2-(4-methylphenyl)-2-(trimethylsilyloxy)acetonitrile 在 2,6-二甲基吡啶 、 potassium fluoride 、 sodium tetrahydroborate 、 4-甲基苯磺酸吡啶 、 碳酸氢钠 、 戴斯-马丁氧化剂 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 methyl (Z)-6-methyl-9-(4-methylphenyl)-3-oxo-9-tri(propan-2-yl)silyloxynon-6-enoate
  参考文献：
  名称：

  Stereoselective construction of cis-decalin framework via radical domino cyclization

  摘要：

  Steroids with A/B cis-decalin moiety and various bioactivities have attracted many synthetic chemists as target molecules and development of efficient methodology providing cis-decalins has been desired. A stereoselective domino cyclization via Mn(OAc)(3) and Cu(OTf)(2)-mediated radical reaction was found to be effective to construct cis-decalin framework. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.050

文献信息

• Stereoselective construction of cis-decalin framework via radical domino cyclization
  作者：Eriko Suzuki、Minoru Ueda、Shigeru Ohba、Takeshi Sugai、Mitsuru Shoji

  DOI：10.1016/j.tetlet.2013.01.050

  日期：2013.3

  Steroids with A/B cis-decalin moiety and various bioactivities have attracted many synthetic chemists as target molecules and development of efficient methodology providing cis-decalins has been desired. A stereoselective domino cyclization via Mn(OAc)(3) and Cu(OTf)(2)-mediated radical reaction was found to be effective to construct cis-decalin framework. (c) 2013 Elsevier Ltd. All rights reserved.