di-t-butyl 4-acetyl-4-benzyloxycarbonyl-1,7-heptanedioate | 586958-92-1

• 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: di-t-butyl 4-acetyl-4-benzyloxycarbonyl-1,7-heptanedioate
• 英文别名: 3-O-benzyl 1-O,5-O-ditert-butyl 3-acetylpentane-1,3,5-tricarboxylate
• CAS: 586958-92-1
• 化学式: C₂₅H₃₆O₇
• 分子量: 448.557
• InChiKey: VGHNYYOWKSVAQC-UHFFFAOYSA-N

物化性质

• 沸点：
  522.1±50.0 °C(Predicted)
• 密度：
  1.092±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  di-t-butyl 4-acetyl-4-benzyloxycarbonyl-1,7-heptanedioate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 甲酸 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 55.83h， 生成 4-Acetyl-heptanedioic acid bis-[4-carboxy-2-(2-carboxy-ethyl)-1-methyl-butyl] ester
  参考文献：
  名称：

  Synthesis and Characterization of Polyester Dendrimers from Acetoacetate and Acrylate

  摘要：

  New aliphatic polyester-type dendrimers were synthesized using a new AB(2)-type building block 3, prepared from benzyl acetoacetate and 2 equiv of tert-butyl acrylate by acelloacetic acid ester synthesis. The reiterative [deprotection by HCO2H, then EDCI/DMAP coupling] sequence using divergent growth method gave [G1]-4tBu-[G5]-64tBu dendrimers. C-13 NMR relaxation time (T-1) measurements on the carboxy carbons show that the extended chain conformations are predominant in CDCl3.

  DOI：

  10.1021/ol0482184
• 作为产物：
  描述：

  丙烯酸叔丁酯 、 乙酰丙酮苄酯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以97%的产率得到di-t-butyl 4-acetyl-4-benzyloxycarbonyl-1,7-heptanedioate
  参考文献：
  名称：

  Synthesis and Characterization of Polyester Dendrimers from Acetoacetate and Acrylate

  摘要：

  New aliphatic polyester-type dendrimers were synthesized using a new AB(2)-type building block 3, prepared from benzyl acetoacetate and 2 equiv of tert-butyl acrylate by acelloacetic acid ester synthesis. The reiterative [deprotection by HCO2H, then EDCI/DMAP coupling] sequence using divergent growth method gave [G1]-4tBu-[G5]-64tBu dendrimers. C-13 NMR relaxation time (T-1) measurements on the carboxy carbons show that the extended chain conformations are predominant in CDCl3.

  DOI：

  10.1021/ol0482184

文献信息

• Michael addition reactions of acetoacetates and malonates with acrylates in water under strongly alkaline conditions
  作者：Michiko Iwamura、Yuka Gotoh、Tomoyuki Hashimoto、Reiko Sakurai

  DOI：10.1016/j.tetlet.2005.07.045

  日期：2005.9

  Michael addition reactions of acetoacetates and malonates with acrylates in a 5 M KOH aqueous solution without using any other catalysts are described. When they are either tert-butyl or benzyl esters, the reaction proceeded very rapidly to afford moderate to high yields of the corresponding bis-Michael adducts that are unexpectedly stable under these conditions. (c) 2005 Elsevier Ltd. All rights reserved.