5-Benzyloxy-3,3-dimethyl-pentanal | 139108-26-2

• 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: 5-Benzyloxy-3,3-dimethyl-pentanal
• 英文别名: 3,3-Dimethyl-5-phenylmethoxypentanal
• CAS: 139108-26-2
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: CKBCRISYMAGJNX-UHFFFAOYSA-N

物化性质

• 沸点：
  310.1±25.0 °C(Predicted)
• 密度：
  0.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  5-Benzyloxy-3,3-dimethyl-pentanal 在 palladium on activated charcoal 盐酸 、 氢气 、 三氧化硫吡啶 、 magnesium 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 乙腈 为溶剂， 反应 1.0h， 生成 3,3-Dimethyl-5-naphthalen-1-yl-pentanal
  参考文献：
  名称：

  Bioactive hydroxyethylene dipeptide isosteres with hydrophobic (P3-P1)-moieties. A novel strategy towards small non-peptide renin inhibitors

  摘要：

  The design and synthesis of new truncated delta-amino hydroxyethylene dipeptide isosteres lacking the P-4-P-2 peptide backbone is described. The most active compounds 15c and 30c inhibited human renin in the submicromolar range. This promising concept may offer the possibility to discover completely non-peptide, low-molecular weight renin inhibitors with improved pharmacokinetic properties. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00279-x
• 作为产物：
  描述：

  3,3-dimethyl-5-phenylmethoxy-1-pentanol 在 三氧化硫吡啶 作用下， 以 二甲基亚砜 为溶剂， 以82%的产率得到5-Benzyloxy-3,3-dimethyl-pentanal
  参考文献：
  名称：

  Bioactive hydroxyethylene dipeptide isosteres with hydrophobic (P3-P1)-moieties. A novel strategy towards small non-peptide renin inhibitors

  摘要：

  The design and synthesis of new truncated delta-amino hydroxyethylene dipeptide isosteres lacking the P-4-P-2 peptide backbone is described. The most active compounds 15c and 30c inhibited human renin in the submicromolar range. This promising concept may offer the possibility to discover completely non-peptide, low-molecular weight renin inhibitors with improved pharmacokinetic properties. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00279-x

文献信息

• Multicomponent Cyclizative 1,2‐Rearrangement Enabled Enantioselective Construction of 2,2‐Disubstituted Pyrrolinones
  作者：Xing‐Zi Li、Yu‐Ping He、Hua Wu

  DOI：10.1002/anie.202317182

  日期：2024.2.12

  The first organocatalyzed multicomponent asymmetric 1,2-rearrangement is established, which provides a straightforward access to 2,2-disubstituted pyrrolinones in excellent chemo- and stereoselectivities. This reaction also represents the first example of asymmetric catalytic construction of chiral pyrrolinones bearing aza-quaternary stereocenters.

  建立了第一个有机催化的多组分不对称 1,2-重排，以优异的化学和立体选择性提供了直接获得 2,2-二取代吡咯啉酮的方法。该反应也代表了带有氮杂季立体中心的手性吡咯啉酮的不对称催化构建的第一个例子。
• Bioactive hydroxyethylene dipeptide isosteres with hydrophobic (P3-P1)-moieties. A novel strategy towards small non-peptide renin inhibitors
  作者：Vittorio Rasetti、N.Claude Cohen、Heinrich Rüeger、Richard Göschke、Jürgen Maibaum、Frederic Cumin、Walter Fuhrer、Jeanette M. Wood

  DOI：10.1016/s0960-894x(96)00279-x

  日期：1996.7

  The design and synthesis of new truncated delta-amino hydroxyethylene dipeptide isosteres lacking the P-4-P-2 peptide backbone is described. The most active compounds 15c and 30c inhibited human renin in the submicromolar range. This promising concept may offer the possibility to discover completely non-peptide, low-molecular weight renin inhibitors with improved pharmacokinetic properties. Copyright (C) 1996 Elsevier Science Ltd
• Synthesis of α-Necrodol:  Unexpected Formation of a Cyclopropene
  作者：Douglass F. Taber、Han Yu

  DOI：10.1021/jo961780q

  日期：1997.3.1

  Significant 1,3-induction in intramolecular alkylidene C-H insertion is reported. Thus, exposure of ketone I to the lithium salt of (trimethylsilyl)diazomethane provides a 2.4:1.0 ratio of IIa and IIIa, which are deprotected to alpha-necrodol IIb and the epimeric IIIb. The 1,3-insertion product cyclopropene IV was also formed.