(2R,3S,4R)-2-ethyl-5-(methoxymethoxy)-4-methylpentane-1,3-diol | 872714-05-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4R)-2-ethyl-5-(methoxymethoxy)-4-methylpentane-1,3-diol
• CAS: 872714-05-1
• 化学式: C₁₀H₂₂O₄
• 分子量: 206.282
• InChiKey: NAHMGDAXDGWXIM-BBBLOLIVSA-N

物化性质

• 沸点：
  318.5±32.0 °C(Predicted)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R)-2-ethyl-5-(methoxymethoxy)-4-methylpentane-1,3-diol 在 tris(triphenylphosphine)ruthenium(II) chloride 作用下， 以 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
• 作为产物：
  描述：

  (E)-(S)-5-Methoxymethoxy-4-methyl-pent-2-enoic acid methyl ester 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 copper(l) iodide 、 D-(-)-酒石酸二乙酯 、 二异丁基氢化铝 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 (2R,3S,4R)-2-ethyl-5-(methoxymethoxy)-4-methylpentane-1,3-diol
  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.