methyl (E,5R)-5-(oxan-2-yloxy)hex-2-enoate | 195819-11-5

• 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: methyl (E,5R)-5-(oxan-2-yloxy)hex-2-enoate
• CAS: 195819-11-5
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: YTZAEWQHPYCXGJ-AQVJWCTLSA-N

物化性质

• 沸点：
  322.5±42.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (E,5R)-5-(oxan-2-yloxy)hex-2-enoate 在 吡啶 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 nickel dichloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 生成 Toluene-4-sulfonic acid (R)-5-(tetrahydro-pyran-2-yloxy)-hexyl ester
  参考文献：
  名称：

  Determination of Absolute Structure of Macroviracins by Chemical Synthesis

  摘要：

  The relative and absolute configurations of macroviracins have been established by the stereocontrolled synthesis of methyl ester 2a of the C-22 carboxylic acid, a constitutive fatty acid of macroviracin A (1), and their comparison to a sample 2 derived from the natural product 1.

  DOI：

  10.1021/ol034338k
• 作为产物：
  描述：

  methyl (R)-3-tetrahydropyranyloxybutanoate 在 lithium aluminium tetrahydride 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 乙醚 为溶剂， 生成 methyl (E,5R)-5-(oxan-2-yloxy)hex-2-enoate
  参考文献：
  名称：

  Synthesis and biological activity of artificial analogs of mycalamide A

  摘要：

  Artificial analogs of mycalamide A, a potent antitumor and antiviral compound isolated from a New Zealand marine sponge, were synthesized and their biological activities were tested. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00365-x

文献信息

• Determination of Absolute Structure of Macroviracins by Chemical Synthesis
  作者：Shunya Takahashi、Moritoshi Hosoya、Hiroyuki Koshino、Tadashi Nakata

  DOI：10.1021/ol034338k

  日期：2003.5.1

  The relative and absolute configurations of macroviracins have been established by the stereocontrolled synthesis of methyl ester 2a of the C-22 carboxylic acid, a constitutive fatty acid of macroviracin A (1), and their comparison to a sample 2 derived from the natural product 1.
• Synthesis and biological activity of artificial analogs of mycalamide A
  作者：Hideto Fukui、Yoshinori Tsuchiya、Keiko Fujita、Tadakiyo Nakagawa、Hiroyuki Koshino、Tadashi Nakata

  DOI：10.1016/s0960-894x(97)00365-x

  日期：1997.8

  Artificial analogs of mycalamide A, a potent antitumor and antiviral compound isolated from a New Zealand marine sponge, were synthesized and their biological activities were tested. (C) 1997 Published by Elsevier Science Ltd.