(4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one | 1392823-73-2

• 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: (4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one
• 英文别名: (E,4R,5R,6S)-7-[tert-butyl(diphenyl)silyl]oxy-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one
• CAS: 1392823-73-2
• 化学式: C₃₁H₃₈O₃Si
• 分子量: 486.726
• InChiKey: RDMCQULHJGGDJR-CFLKFOMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one 在 三氟化硼四氢呋喃络合物 、 (S)-2-甲基-CBS-恶唑硼烷 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以93%的产率得到(1R,4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethyl-1-phenylhept-2-ene-1,5-diol
  参考文献：
  名称：

  Step-Economic Synthesis of (+)-Crocacin C: A Concise Crotylboronation/[3,3]-Sigmatropic Rearrangement Approach

  摘要：

  The step-economic total synthesis of (+)-crocacin C has been achieved in 20% yield from commercially available starting materials. This approach requires the isolation of only 8 intermediates and can provide a reliable supply of (+)-crocacin C for the development of new antifungal and crop protection agents.

  DOI：

  10.1021/jo301210f
• 作为产物：
  描述：

  (R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol 在 草酰氯 、 詹氏催化剂 、 二甲基亚砜 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 41.84h， 生成 (4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one
  参考文献：
  名称：

  Step-Economic Synthesis of (+)-Crocacin C: A Concise Crotylboronation/[3,3]-Sigmatropic Rearrangement Approach

  摘要：

  The step-economic total synthesis of (+)-crocacin C has been achieved in 20% yield from commercially available starting materials. This approach requires the isolation of only 8 intermediates and can provide a reliable supply of (+)-crocacin C for the development of new antifungal and crop protection agents.

  DOI：

  10.1021/jo301210f

文献信息

• Step-Economic Synthesis of (+)-Crocacin C: A Concise Crotylboronation/[3,3]-Sigmatropic Rearrangement Approach
  作者：Adele E. Pasqua、Frank D. Ferrari、Chris Hamman、Yanzhou Liu、James J. Crawford、Rodolfo Marquez

  DOI：10.1021/jo301210f

  日期：2012.8.17

  The step-economic total synthesis of (+)-crocacin C has been achieved in 20% yield from commercially available starting materials. This approach requires the isolation of only 8 intermediates and can provide a reliable supply of (+)-crocacin C for the development of new antifungal and crop protection agents.