(E)-(4R,5R,6R)-2,4-Diethyl-5-hydroxy-7-methoxymethoxy-6-methyl-hept-2-enoic acid ethyl ester | 872615-32-2

• 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: (E)-(4R,5R,6R)-2,4-Diethyl-5-hydroxy-7-methoxymethoxy-6-methyl-hept-2-enoic acid ethyl ester
• 英文别名: ethyl (E,4R,5R,6R)-2,4-diethyl-5-hydroxy-7-(methoxymethoxy)-6-methylhept-2-enoate
• CAS: 872615-32-2
• 化学式: C₁₆H₃₀O₅
• 分子量: 302.411
• InChiKey: AKWUTDJAURSLDX-OMXDAXHUSA-N

物化性质

• 沸点：
  400.4±45.0 °C(Predicted)
• 密度：
  1.005±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-(4R,5R,6R)-2,4-Diethyl-5-hydroxy-7-methoxymethoxy-6-methyl-hept-2-enoic acid ethyl ester 在 1,3-二噻烷 、 重铬酸吡啶 、 三氟化硼乙醚 、 sodium hydride 、 二异丁基氢化铝 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 生成 (2E,7E)-(4R,5S,6R)-5-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxymethyl)-6-ethyl-4-methyl-deca-2,7-dienoic acid methyl ester
  参考文献：
  名称：

  Toward a Total Synthesis of the Novel Polyketide Natural Product Spiculoic Acid A

  摘要：

  [GRAPHIC]An enantioselective approach toward the recently isolated marine natural product, spiculoic acid A, conceptualized along the proposed biogenetic hypothesis, involving an intramolecular Diels-Alder reaction as the pivotal step, is delineated. Access to a structurally embellished bicyclic core of the natural product has been accomplished.

  DOI：

  10.1021/ol0521329
• 作为产物：
  描述：

  [(2S,3S)-3-[(2R)-1-(methoxymethoxy)propan-2-yl]oxiran-2-yl]methanol 在 copper(l) iodide 、 tris(triphenylphosphine)ruthenium(II) chloride 作用下， 以 乙醚 、 苯 为溶剂， 生成 (E)-(4R,5R,6R)-2,4-Diethyl-5-hydroxy-7-methoxymethoxy-6-methyl-hept-2-enoic acid ethyl ester
  参考文献：
  名称：

  Toward a Total Synthesis of the Novel Polyketide Natural Product Spiculoic Acid A

  摘要：

  [GRAPHIC]An enantioselective approach toward the recently isolated marine natural product, spiculoic acid A, conceptualized along the proposed biogenetic hypothesis, involving an intramolecular Diels-Alder reaction as the pivotal step, is delineated. Access to a structurally embellished bicyclic core of the natural product has been accomplished.

  DOI：

  10.1021/ol0521329

文献信息

• Toward a Total Synthesis of the Novel Polyketide Natural Product Spiculoic Acid A
  作者：Goverdhan Mehta、Uday Kumar Kundu

  DOI：10.1021/ol0521329

  日期：2005.12.1

  [GRAPHIC]An enantioselective approach toward the recently isolated marine natural product, spiculoic acid A, conceptualized along the proposed biogenetic hypothesis, involving an intramolecular Diels-Alder reaction as the pivotal step, is delineated. Access to a structurally embellished bicyclic core of the natural product has been accomplished.