(R,E)-2-(7-methoxytetradec-4-enyloxy)-tetrahydro-2H-pyran | 934197-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (R,E)-2-(7-methoxytetradec-4-enyloxy)-tetrahydro-2H-pyran
• 英文别名: 2-((R,E)-7-methoxytetradec-4-enyloxy)tetrahydro-2Hpyran；2-[(E,7R)-7-methoxytetradec-4-enoxy]oxane
• CAS: 934197-87-2
• 化学式: C₂₀H₃₈O₃
• 分子量: 326.52
• InChiKey: FNPZQIJVXCCZJY-WATWSQCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R,E)-2-(7-methoxytetradec-4-enyloxy)-tetrahydro-2H-pyran 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以100%的产率得到(R,E)-7-methoxytetradec-4-en-1-ol
  参考文献：
  名称：

  Total synthesis of malyngamide X and its 7′S-epi isomer

  摘要：

  Stereoselective syntheses of malyngamide X (1) and its 7'(S)-epimer are described. A Lewis acid (Et2AlCl) mediated anti-aldol reaction was employed to generate the stereocenters C-7 and C-8. The route is convergent and provides a convenient access to the synthesis of structural variants of malyngamide X. Stereochemistry at C-7' in the molecules of natural and synthetic 1, and 7'(S)-epi 1 was confirmed by NMR chiral solvation experiments. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.01.035
• 作为产物：
  描述：

  4-四氢吡喃基氧基-丁烷-1-醇 在 偶氮二甲酸二异丙酯 、 三苯基膦 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (R,E)-2-(7-methoxytetradec-4-enyloxy)-tetrahydro-2H-pyran
  参考文献：
  名称：

  Novel malyngamide structural analogs: synthesis and biological evaluation

  摘要：

  In the course of our search for new anticancer agents, a series of novel malyngamide derivatives were synthesized by sharpless asymmetric epoxidation, followed by Julia-Kocinski olefination reactions as key reaction sequence. Anticancer activities of all these derivatives were screened against IMR-32, SF-295, SKNSH, HeLa, Colon-502713, SW-620, and Hop-62 cell lines for the first time.

  DOI：

  10.1007/s00044-013-0466-y