(E)-(S)-5-Methoxymethoxy-4-methyl-pent-2-enoic acid methyl ester | 872615-24-2

• 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)-(S)-5-Methoxymethoxy-4-methyl-pent-2-enoic acid methyl ester
• 英文别名: methyl (E,4S)-5-(methoxymethoxy)-4-methylpent-2-enoate
• CAS: 872615-24-2
• 化学式: C₉H₁₆O₄
• 分子量: 188.224
• InChiKey: GCAPEKDGQIUFJE-ZJELKQJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  (E)-(S)-5-Methoxymethoxy-4-methyl-pent-2-enoic acid methyl ester 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 D-(-)-酒石酸二乙酯 、 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 生成 [(2S,3S)-3-[(2R)-1-(methoxymethoxy)propan-2-yl]oxiran-2-yl]methanol
  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)-2-methyl-3-[(methoxy)methoxy]-1-propanol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-(S)-5-Methoxymethoxy-4-methyl-pent-2-enoic 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

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.