2-(5-十二烷基呋喃-2-基)乙酸甲酯 | 64137-38-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-(5-十二烷基呋喃-2-基)乙酸甲酯
• 英文名称: (5-dodecylfuran-2-yl)acetic acid methyl ester
• 英文别名: 2-(5'-Dodecyl-2'-furyl)ethansaeure-methylester；Methyl (5-dodecylfuran-2-yl)acetate；methyl 2-(5-dodecylfuran-2-yl)acetate
• CAS: 64137-38-8
• 化学式: C₁₉H₃₂O₃
• 分子量: 308.461
• InChiKey: WGDQLWJWGBCADO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(5-十二烷基呋喃-2-基)乙酸甲酯 在 溴 作用下， 以 氘代氯仿 、 水 、 丙酮 为溶剂， 反应 6.0h， 生成 (3RS,4SR,5RS)-1-[2-(1H-indol-3-yl)ethyl]-2-(2-oxotetradec-E-ylidene)-3-hydroxy-5-phenylpyrrolidine-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Chemical predisposition in synthesis: application to the preparation of the pyrrolidine natural products, plakoridines A and B

  摘要：

  The pyrrolidine natural products, plakoridines A and B, as well as an array of unnatural analogues, have been prepared using a five-step synthetic sequence modelled on a biogenetic theory. The key transformation involves a `Mannich/Michael/intemal-redox' cascade, which proceeds in yields of 31-63%. (c) 2006 Elsevier Ltd. All fights reserved.

  DOI：

  10.1016/j.tet.2006.08.075
• 作为产物：
  描述：

  月桂酰氯 在 Amberlite(R) IR-120 、 四氯化锡 、 一水合肼 作用下， 以 二氯甲烷 、 乙二醇 为溶剂， 反应 145.92h， 生成 2-(5-十二烷基呋喃-2-基)乙酸甲酯
  参考文献：
  名称：

  Chemical predisposition in synthesis: application to the preparation of the pyrrolidine natural products, plakoridines A and B

  摘要：

  The pyrrolidine natural products, plakoridines A and B, as well as an array of unnatural analogues, have been prepared using a five-step synthetic sequence modelled on a biogenetic theory. The key transformation involves a `Mannich/Michael/intemal-redox' cascade, which proceeds in yields of 31-63%. (c) 2006 Elsevier Ltd. All fights reserved.

  DOI：

  10.1016/j.tet.2006.08.075

文献信息

• Synthetic analogues of the manzamenones and plakoridines which inhibit DNA polymerase
  作者：Jeremy R. Doncaster、Laura L. Etchells、Neil M. Kershaw、Ryoichi Nakamura、Hazel Ryan、Ryo Takeuchi、Kengo Sakaguchi、Ali Sardarian、Roger C. Whitehead

  DOI：10.1016/j.bmcl.2006.03.005

  日期：2006.6

  An array of novel analogues of the marine oxylipins, the manzamenones and plakoridines, have been prepared in divergent fashion using an approach modelled on a biogenetic theory. Many of the target compounds show potent inhibition of DNA polymerases alpha and beta and human terminal deoxynucleotidyl transferase (TdT).
• Scheinkoenig, Josef; Puchta, Volker; Spiteller, Gerhard, Liebigs Annalen der Chemie, 1989, p. 449 - 452
  作者：Scheinkoenig, Josef、Puchta, Volker、Spiteller, Gerhard

  DOI：——

  日期：——
• SCHEINKONIG, JOSEF;PUCHTA, VOLKER;SPITELLER, GERHARD, LIEBIGS ANN. CHEM.,(1989) N, C. 449-452
  作者：SCHEINKONIG, JOSEF、PUCHTA, VOLKER、SPITELLER, GERHARD

  DOI：——

  日期：——
• Chemical predisposition in synthesis: application to the preparation of the pyrrolidine natural products, plakoridines A and B
  作者：Laura L. Etchells、Madeleine Helliwell、Neil M. Kershaw、Ali Sardarian、Roger C. Whitehead

  DOI：10.1016/j.tet.2006.08.075

  日期：2006.11

  The pyrrolidine natural products, plakoridines A and B, as well as an array of unnatural analogues, have been prepared using a five-step synthetic sequence modelled on a biogenetic theory. The key transformation involves a `Mannich/Michael/intemal-redox' cascade, which proceeds in yields of 31-63%. (c) 2006 Elsevier Ltd. All fights reserved.