methyl 4-((tert-butyldimethylsiloxy)methyl)-2,2-dimethyl-4-pentenoate | 1306830-27-2

• 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: methyl 4-((tert-butyldimethylsiloxy)methyl)-2,2-dimethyl-4-pentenoate
• 英文别名: Methyl 4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethylpent-4-enoate
• CAS: 1306830-27-2
• 化学式: C₁₅H₃₀O₃Si
• 分子量: 286.487
• InChiKey: ASZFVDWAOOQLET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-((tert-butyldimethylsiloxy)methyl)-2,2-dimethyl-4-pentenoate 在 allyl(cyclopentadiene)palladium(II) 、 四丁基氟化铵 、 N,N-diisopropyldibenzo[d,f][1,3,2]dioxaphosphepin-6-amine 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 29.0h， 生成 8,8-Dimethyl-6-methylidene-4-(4-methylphenyl)sulfonyl-1,4-oxazonan-9-one
  参考文献：
  名称：

  Synthesis of Nine-Membered Azlactones by Palladium-Catalyzed Ring-Expansion of γ-Methylidene-δ-valerolactones with Aziridines

  摘要：

  A palladium-catalyzed formal [6 + 3] cyclization of gamma-methylidene-delta-valerolactones with aziridines has been developed to produce 1,4-oxazonan-9-ones, a class of nine-membered azlactones that are not easily accessible by existing methods. The products thus obtained can also be further functionalized with ease.

  DOI：

  10.1021/jo2006158
• 作为产物：
  描述：

  异丁酸甲酯 、 2-(tert-butyldimethylsiloxy)methyl-2-propen-1-yl methanesulfonate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 42.5h， 以66%的产率得到methyl 4-((tert-butyldimethylsiloxy)methyl)-2,2-dimethyl-4-pentenoate
  参考文献：
  名称：

  Synthesis of Nine-Membered Azlactones by Palladium-Catalyzed Ring-Expansion of γ-Methylidene-δ-valerolactones with Aziridines

  摘要：

  A palladium-catalyzed formal [6 + 3] cyclization of gamma-methylidene-delta-valerolactones with aziridines has been developed to produce 1,4-oxazonan-9-ones, a class of nine-membered azlactones that are not easily accessible by existing methods. The products thus obtained can also be further functionalized with ease.

  DOI：

  10.1021/jo2006158

文献信息

• Synthesis of Nine-Membered Azlactones by Palladium-Catalyzed Ring-Expansion of γ-Methylidene-δ-valerolactones with Aziridines
  作者：Ryo Shintani、Keiichi Ikehata、Tamio Hayashi

  DOI：10.1021/jo2006158

  日期：2011.6.3

  A palladium-catalyzed formal [6 + 3] cyclization of gamma-methylidene-delta-valerolactones with aziridines has been developed to produce 1,4-oxazonan-9-ones, a class of nine-membered azlactones that are not easily accessible by existing methods. The products thus obtained can also be further functionalized with ease.