ethyl 2,2-bis(2-methylallyl)-2-nitroacetate | 144783-07-3

• 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: ethyl 2,2-bis(2-methylallyl)-2-nitroacetate
• 英文别名: Ethyl 4-methyl-2-(2-methylprop-2-enyl)-2-nitropent-4-enoate
• CAS: 144783-07-3
• 化学式: C₁₂H₁₉NO₄
• 分子量: 241.287
• InChiKey: QBHQVORRFKXTPW-UHFFFAOYSA-N

物化性质

• 沸点：
  284.5±40.0 °C(Predicted)
• 密度：
  1.036±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2,2-bis(2-methylallyl)-2-nitroacetate 在 镍 氢气 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以90%的产率得到ethyl 2,2-diisobutylglycine ester
  参考文献：
  名称：

  Facile Synthesis of α,α-Diisobutylglycine and Anchoring Its Derivatives onto PAL-PEG-PS Resin

  摘要：

  alpha,alpha-Diisobutylglycine has been synthesized using a Pd-mediated dialkylation of ethyl nitroacetate as a key first step. The free alphaalphaAA is N-alpha-protected and has been applied to the assembly of conformationally constrained peptide analogues. Mixed anhydrides from BOP-Cl and Fmoc-alphaalphaAA-OH are used for anchoring alphaalphaAAs onto a trialkoxybenzyl linker on PEG-PS grafted support, upon which a beta-strand mimic with difficult sequence is assembled in a superior quality.

  DOI：

  10.1021/jo034885j
• 作为产物：
  描述：

  硝基乙酸乙酯 、 2-甲基-2-丙烯基乙酸酯 在 四(三苯基膦)钯 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以92%的产率得到ethyl 2,2-bis(2-methylallyl)-2-nitroacetate
  参考文献：
  名称：

  Facile Synthesis of α,α-Diisobutylglycine and Anchoring Its Derivatives onto PAL-PEG-PS Resin

  摘要：

  alpha,alpha-Diisobutylglycine has been synthesized using a Pd-mediated dialkylation of ethyl nitroacetate as a key first step. The free alphaalphaAA is N-alpha-protected and has been applied to the assembly of conformationally constrained peptide analogues. Mixed anhydrides from BOP-Cl and Fmoc-alphaalphaAA-OH are used for anchoring alphaalphaAAs onto a trialkoxybenzyl linker on PEG-PS grafted support, upon which a beta-strand mimic with difficult sequence is assembled in a superior quality.

  DOI：

  10.1021/jo034885j

文献信息

• Palladium(O)-catalyzed substitution of allylic substrates in an aqueous-organic medium
  作者：Errol Blart、Jean Pierre Geneˆt、Mohamed Safi、Monique Savignac、Denis Sinou

  DOI：10.1016/s0040-4020(01)80772-9

  日期：1994.1

  A palladium(0)-water soluble catalyst prepared in situ from palladium acetate and the sulfonated triphenyl phosphine P(C6H4-m-SO3Na)(3) (or tppts) is an efficient catalyst for allylic substitution with various carbon and heteronucleophiles in an aqueous-organic medium, allowing a very easy separation of the product(s) and the recycling of the catalyst.