(5R,6R,7R)-6-methoxy-5,7-dimethylcyclohept-2-en-1-one | 1026935-36-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5R,6R,7R)-6-methoxy-5,7-dimethylcyclohept-2-en-1-one
• CAS: 1026935-36-3
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: XHZSIWFSLVZDKM-KHQFGBGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5R,6R,7R)-6-methoxy-5,7-dimethylcyclohept-2-en-1-one 在 lead(IV) acetate 、 四氧化锇 、 N-甲基吲哚酮 作用下， 以 苯 为溶剂， 生成 (2R,3R,4R)-3-Methoxy-2,4-dimethyl-6-oxo-hexanoic acid methyl ester
  参考文献：
  名称：

  Oxabicyclo[3.2.1]octenes in Organic Synthesis:  Direct Ring Opening of Oxabicyclo[3.2.1] Ring Systems with Diisobutylaluminum Hydride and a Silyl Ketene AcetalSynthesis of the Chiral C(19)−C(26) and C(27)−C(32) Fragments of Scytophycin C

  摘要：

  GRAPHICSAn efficient strategy for transforming meso-oxabicyclo[3.2.1]octenone 1 into optically active intermediates for macrolide synthesis has been developed. The direct bridgehead opening of optically active oxabicyclo[3.2.1]octene derivative 2 with hydride or a silyl ketene acetal utilizing the highly polar medium lithium perchlorate in diethyl ether resulted in highly functionalized cycloheptenones, which were transformed into the C(19)-C(26) and C(27)-C(32) fragments of Scytophycin C.

  DOI：

  10.1021/ol010253c
• 作为产物：
  描述：

  [(1R,5R,6R,7R)-6-methoxy-5,7-dimethylcyclohept-2-en-1-yl] (2S)-2-methoxy-2-phenylacetate 在 lithium aluminium tetrahydride 、 N-甲基吲哚酮 、 四丙基高钌酸铵 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 (5R,6R,7R)-6-methoxy-5,7-dimethylcyclohept-2-en-1-one
  参考文献：
  名称：

  Oxabicyclo[3.2.1]octenes in Organic Synthesis:  Direct Ring Opening of Oxabicyclo[3.2.1] Ring Systems with Diisobutylaluminum Hydride and a Silyl Ketene AcetalSynthesis of the Chiral C(19)−C(26) and C(27)−C(32) Fragments of Scytophycin C

  摘要：

  GRAPHICSAn efficient strategy for transforming meso-oxabicyclo[3.2.1]octenone 1 into optically active intermediates for macrolide synthesis has been developed. The direct bridgehead opening of optically active oxabicyclo[3.2.1]octene derivative 2 with hydride or a silyl ketene acetal utilizing the highly polar medium lithium perchlorate in diethyl ether resulted in highly functionalized cycloheptenones, which were transformed into the C(19)-C(26) and C(27)-C(32) fragments of Scytophycin C.

  DOI：

  10.1021/ol010253c

文献信息

• Oxabicyclo[3.2.1]octenes in Organic Synthesis:  Direct Ring Opening of Oxabicyclo[3.2.1] Ring Systems with Diisobutylaluminum Hydride and a Silyl Ketene AcetalSynthesis of the Chiral C(19)−C(26) and C(27)−C(32) Fragments of Scytophycin C
  作者：Kevin W. Hunt、Paul A. Grieco

  DOI：10.1021/ol010253c

  日期：2002.1.1

  GRAPHICSAn efficient strategy for transforming meso-oxabicyclo[3.2.1]octenone 1 into optically active intermediates for macrolide synthesis has been developed. The direct bridgehead opening of optically active oxabicyclo[3.2.1]octene derivative 2 with hydride or a silyl ketene acetal utilizing the highly polar medium lithium perchlorate in diethyl ether resulted in highly functionalized cycloheptenones, which were transformed into the C(19)-C(26) and C(27)-C(32) fragments of Scytophycin C.