(5-dodecanoylfuran-2-yl)acetic acid methyl ester | 916735-46-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5-dodecanoylfuran-2-yl)acetic acid methyl ester
• CAS: 916735-46-1
• 化学式: C₁₉H₃₀O₄
• 分子量: 322.445
• InChiKey: BXHOYJJIFCVIIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  56.51
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (5-dodecanoylfuran-2-yl)acetic acid methyl ester 在 Amberlite(R) IR-120 、 溴 、 一水合肼 作用下， 以 氘代氯仿 、 水 、 乙二醇 、 丙酮 为溶剂， 反应 151.0h， 生成 (3RS,4SR,5SR)-1-phenethyl-2-(2-oxotetradec-E-ylidene)-3-hydroxy-5-ethylpyrrolidine-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：

  2-呋喃乙酸甲酯 、 月桂酰氯 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 0.92h， 以89%的产率得到(5-dodecanoylfuran-2-yl)acetic 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

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).