(4R)-2-methylhept-1-en-4-yl acetate | 1309595-80-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4R)-2-methylhept-1-en-4-yl acetate
• 英文别名: [(4R)-2-methylhept-1-en-4-yl] acetate
• CAS: 1309595-80-9
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: PUAMAANYNLBHCD-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• 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：

  (4R)-2-methylhept-1-en-4-yl acetate 、 (5S,6S,8R)-11-(benzyloxy)-6,8-bis((tert-butyldimethylsilyl)oxy)-5-methylundec-2-en-4-one 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以26%的产率得到(1R,6S,7S,9R)-12-(benzyloxy)-7,9-bis((tert-butyldimethylsilyl)oxy)-3,6-dimethyl-5-oxo-1-propyldodec-3-en-1-yl acetate
  参考文献：
  名称：

  Highly Demanding Cross-Metathesis in the Synthesis of the C16–C30 Fragment of Dolabelide C

  摘要：

  A highly demanding cross-metathesis (CM) reaction for the formation of the C24-C25 trisubstituted olefin of dolabelide C has been optimized. A difference in reactivity between the E and Z enone isomers in this reaction was uncovered, and the selection of the Z isomer of the starting enone was critical for the success of the cross-metathesis. Application to the synthesis of the C16-C30 fragment of dolabelide C is reported.

  DOI：

  10.1021/jo200466t
• 作为产物：
  描述：

  丙基环氧乙烷 在 4-二甲氨基吡啶 、 copper(l) iodide 、 C₃₈H₅₅CoN₂O₄ 、 水 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 (4R)-2-methylhept-1-en-4-yl acetate
  参考文献：
  名称：

  Highly Demanding Cross-Metathesis in the Synthesis of the C16–C30 Fragment of Dolabelide C

  摘要：

  A highly demanding cross-metathesis (CM) reaction for the formation of the C24-C25 trisubstituted olefin of dolabelide C has been optimized. A difference in reactivity between the E and Z enone isomers in this reaction was uncovered, and the selection of the Z isomer of the starting enone was critical for the success of the cross-metathesis. Application to the synthesis of the C16-C30 fragment of dolabelide C is reported.

  DOI：

  10.1021/jo200466t
• 作为试剂：
  描述：

  (5S,6S,8R)-11-(benzyloxy)-6,8-bis((tert-butyldimethylsilyl)oxy)-5-methylundec-2-en-4-one 在 Hoveyda-Grubbs catalyst second generation 、 (4R)-2-methylhept-1-en-4-yl acetate 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 (5S,6S,8R)-11-(benzyloxy)-6,8-bis((tert-butyldimethylsilyl)oxy)-5-methylundec-2-en-4-one
  参考文献：
  名称：

  Highly Demanding Cross-Metathesis in the Synthesis of the C16–C30 Fragment of Dolabelide C

  摘要：

  A highly demanding cross-metathesis (CM) reaction for the formation of the C24-C25 trisubstituted olefin of dolabelide C has been optimized. A difference in reactivity between the E and Z enone isomers in this reaction was uncovered, and the selection of the Z isomer of the starting enone was critical for the success of the cross-metathesis. Application to the synthesis of the C16-C30 fragment of dolabelide C is reported.

  DOI：

  10.1021/jo200466t