2-(2-(benzyloxy)ethyl)furan | 97486-77-6

• 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: 2-(2-(benzyloxy)ethyl)furan
• 英文别名: 2-(2-phenylmethoxyethyl)furan
• CAS: 97486-77-6
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: UGPXNZFQBLLUDA-UHFFFAOYSA-N

物化性质

• 沸点：
  72-75 °C(Press: 4e1 Torr)
• 密度：
  1.072±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  22.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-(benzyloxy)ethyl)furan 在 palladium on activated charcoal 氨 、 氢气 、 lithium 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 77.33h， 生成 7-carboxy-8-<(2,5-dimethoxyphenyl)methyl>-4,11-dioxatricyclo<6,2,1,0^1,6>undecan-5-one
  参考文献：
  名称：

  Synthesis of novel 6-deoxyanthracyclines

  摘要：

  DOI：

  10.1021/jo00218a002
• 作为产物：
  描述：

  2-呋喃乙酸乙酯 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-(2-(benzyloxy)ethyl)furan
  参考文献：
  名称：

  Radical Couplings as Key Steps for the Preparation of Derivatives of Nonactic Acid

  摘要：

  Free radical couplings from furan, as cheap starting material, were studied in view of developing a rapid strategy en route to the synthesis of derivatives of nonactin. The chain containing the alcohol function was introduced in one or two steps in 86% yield. For the introduction of the second chain with the ester function two different coupling methods were tested. Starting from the advanced intermediates obtained nonactin derivatives can be prepared by catalytic hydrogenation of the furan ring.

  DOI：

  10.1007/s00706-006-0578-x

文献信息

• Malonylation/Decarbalkoxylation of Furan Derivatives as Key Steps for the Preparation of Nonactic Acid Derivatives. Part I [1]
  作者：Jean-Mary Simone、François Loiseau、David Carcache、Pavel Bobal、Julie Jeanneret-Gris、Reinhard Neier

  DOI：10.1007/s00706-006-0579-9

  日期：2007.2

  A malonylation/decarbalkoxylation sequence from 2-substituted furans was investigated in view of developing a scalable synthesis of hydrophobic nonactic acid analogues.

  考虑到开发疏水性非乳酸类似物的可扩展合成，研究了来自2-取代的呋喃的丙二酰化/脱羧烷氧基化序列。
• Synthetic Study of the C’D’E’ Ring System of Maitotoxin via Furan Based Strategy
  作者：Tohru Oishi、Yuta Watanabe、Kohei Torikai、Yoko Yasuno

  DOI：10.3987/com-21-14545

  日期：——

  Synthetic study of the C’D’E’ ring system of maitotoxin was examined via Suzuki–Miyaura coupling of an exo-iodoolefin and a furanylborane derivative, followed by Sharpless asymmetric dihydroxylation, Achmatowicz reaction, borylation/oxidation, and reductive etherification.

  通过外-碘烯烃和呋喃基硼烷衍生物的Suzuki-Miyaura 偶联，随后进行 Sharpless 不对称二羟基化、Achmatowicz 反应、硼酸化/氧化和还原醚化，对 maitotoxin 的 C'D'E' 环系统进行了合成研究。
• Photo-caged 2-butene-1,4-dial as an efficient, target-specific photo-crosslinker for covalent trapping of DNA-binding proteins
  作者：Jiahui Li、Zenghui Cui、Chaochao Fan、Yifei Zhou、Mengtian Ren、Chuanzheng Zhou

  DOI：10.1039/d3sc03719c

  日期：——

  Photo-irradiation of PBDA-modified DNA generates a long-lived intermediate that reacts selectively with Lys residues of DNA-binding proteins, leading to higher crosslink yields than traditional photo-crosslinkers such as benzophenone and diazirine.

  光照射经 PBDA 修饰的 DNA 会产生一种长效中间体，这种中间体会选择性地与 DNA 结合蛋白的 Lys 残基发生反应，从而产生比二苯甲酮和二氮丙啶等传统光交联剂更高的交联产率。
• Radical Couplings as Key Steps for the Preparation of Derivatives of Nonactic Acid
  作者：François Loiseau、Jean-Mary Simone、David Carcache、Pavel Bobal、Reinhard Neier

  DOI：10.1007/s00706-006-0578-x

  日期：2007.2

  Free radical couplings from furan, as cheap starting material, were studied in view of developing a rapid strategy en route to the synthesis of derivatives of nonactin. The chain containing the alcohol function was introduced in one or two steps in 86% yield. For the introduction of the second chain with the ester function two different coupling methods were tested. Starting from the advanced intermediates obtained nonactin derivatives can be prepared by catalytic hydrogenation of the furan ring.
• Synthesis of novel 6-deoxyanthracyclines
  作者：George A. Kraus、Michael D. Hagen

  DOI：10.1021/jo00218a002

  日期：1985.9