(5-hexadecylfuran-2-yl)acetic acid isopropyl ester | 894086-25-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (5-hexadecylfuran-2-yl)acetic acid isopropyl ester
• 英文别名: Propan-2-yl 2-(5-hexadecylfuran-2-yl)acetate；propan-2-yl 2-(5-hexadecylfuran-2-yl)acetate
• CAS: 894086-25-0
• 化学式: C₂₅H₄₄O₃
• 分子量: 392.623
• InChiKey: VQDFVZQYDRMSKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  28
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (5-hexadecylfuran-2-yl)acetic acid isopropyl ester 在 溴 作用下， 以 氘代氯仿 、 水 、 丙酮 为溶剂， 反应 6.0h， 生成 (3RS,4SR,5SR)-1-phenethyl-2-(2-oxooctadec-E-ylidene)-3-hydroxy-5-ethylpyrrolidine-4-carboxylic acid isopropyl 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 在 sodium hydroxide 、 四氯化锡 、 肼 作用下， 以 二氯甲烷 、 乙二醇 为溶剂， 生成 (5-hexadecylfuran-2-yl)acetic acid isopropyl ester
  参考文献：
  名称：

  Synthetic analogues of the manzamenones and plakoridines which inhibit DNA polymerase

  摘要：

  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).

  DOI：

  10.1016/j.bmcl.2006.03.005

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).
• 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.