t-butyl 2,7-dimethyl-2-(3-hydroxypropyl)-6-octenoate | 325465-79-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: t-butyl 2,7-dimethyl-2-(3-hydroxypropyl)-6-octenoate
• 英文别名: Tert-butyl 2-(3-hydroxypropyl)-2,7-dimethyloct-6-enoate
• CAS: 325465-79-0
• 化学式: C₁₇H₃₂O₃
• 分子量: 284.439
• InChiKey: PVZPQHQIJJDAKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  t-butyl 2,7-dimethyl-2-(3-hydroxypropyl)-6-octenoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 2-Methyl-2-(5-methylhex-4-enyl)pentanedial
  参考文献：
  名称：

  Further Studies of the Daphniphyllum Alkaloid Polycyclization Cascade

  摘要：

  The scope of the 2-azadiene intramolecular Diels-Alder cyclization, previously employed for synthesis of the Daphniphyllum alkaloids, has been further investigated. Through a series of 1,5-diol cyclization precursors the substitution pattern of both the dienophile and the 8-azadiene were examined. From these studies it was shown that the cascade reaction is tolerant toward a variety of alkyl-substituted dienophiles. However, it was also demonstrated that this reaction is very sensitive to the substitution pattern of the 2-azadiene. Alterations made to the structure of the 2-azadiene cause either competing side reactions or complete failure of the reaction cascade.

  DOI：

  10.1021/jo001145r
• 作为产物：
  描述：

  6-iodo-2-methylhex-2-ene 在 9-borabicyclo[3.3.1]nonane dimer 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 10.5h， 生成 t-butyl 2,7-dimethyl-2-(3-hydroxypropyl)-6-octenoate
  参考文献：
  名称：

  Further Studies of the Daphniphyllum Alkaloid Polycyclization Cascade

  摘要：

  The scope of the 2-azadiene intramolecular Diels-Alder cyclization, previously employed for synthesis of the Daphniphyllum alkaloids, has been further investigated. Through a series of 1,5-diol cyclization precursors the substitution pattern of both the dienophile and the 8-azadiene were examined. From these studies it was shown that the cascade reaction is tolerant toward a variety of alkyl-substituted dienophiles. However, it was also demonstrated that this reaction is very sensitive to the substitution pattern of the 2-azadiene. Alterations made to the structure of the 2-azadiene cause either competing side reactions or complete failure of the reaction cascade.

  DOI：

  10.1021/jo001145r

文献信息

• Further Studies of the <i>Daphniphyllum</i> Alkaloid Polycyclization Cascade
  作者：Grier A. Wallace、Clayton H. Heathcock

  DOI：10.1021/jo001145r

  日期：2001.1.1

  The scope of the 2-azadiene intramolecular Diels-Alder cyclization, previously employed for synthesis of the Daphniphyllum alkaloids, has been further investigated. Through a series of 1,5-diol cyclization precursors the substitution pattern of both the dienophile and the 8-azadiene were examined. From these studies it was shown that the cascade reaction is tolerant toward a variety of alkyl-substituted dienophiles. However, it was also demonstrated that this reaction is very sensitive to the substitution pattern of the 2-azadiene. Alterations made to the structure of the 2-azadiene cause either competing side reactions or complete failure of the reaction cascade.