methyl (5R)-5-hydroxy-3-methylidenedecanoate | 1394129-49-7

• 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 (5R)-5-hydroxy-3-methylidenedecanoate
• 英文别名: (5R)-5-hydroxy-3-methylidenedecanoate
• CAS: 1394129-49-7
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: ZWUXVYLFGVQKJV-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (5R)-5-hydroxy-3-methylidenedecanoate 在 氧气 、 臭氧 、 三苯基膦 、 sodium carbonate 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 8.0h， 以87%的产率得到(6R)-6-pentyltetrahydro-2H-pyran-2,4-dione
  参考文献：
  名称：

  Methyl (5R)-5-hydroxy-3-methylidenedecanoate as a promising building block in asymmetric syntheses of bioactive natural compounds

  摘要：

  Simple and efficient asymmetric syntheses of several lactones with the use of methyl (5R)-5-hydroxy-3-methylidenedecanoate as a polyfunctional building block are described.

  DOI：

  10.1134/s107042801307004x
• 作为产物：
  描述：

  methyl 3-[(tributylstannyl)methyl]but-3-enoate 、 正己醛 在 titanium(IV) isopropylate 、 (R)-1,1'-Bi-2-naphthol 作用下， 以 二氯甲烷 为溶剂， 反应 120.0h， 以80%的产率得到methyl (5R)-5-hydroxy-3-methylidenedecanoate
  参考文献：
  名称：

  Asymmetric synthesis of (−)-(R)-massoia lactone, (R)-δ-decalactone, and (+)-(3R,5R)-3-hydroxydecano-5-lactone. Formal synthesis of verbalactone

  摘要：

  A simple and efficient procedure for the asymmetric synthesis of (-)-(R)-massoia lactone, (R)-delta-decalactone, and (+)-(3R,5R)-3-hydroxy-1,5-decanolide is described. Verbalactone was synthesized using Heck allylation at the key stage of construction of the carbon skeleton.

  DOI：

  10.1134/s1070428012070159

文献信息

• Asymmetric synthesis of (−)-(R)-massoia lactone, (R)-δ-decalactone, and (+)-(3R,5R)-3-hydroxydecano-5-lactone. Formal synthesis of verbalactone
  作者：I. V. Mineeva

  DOI：10.1134/s1070428012070159

  日期：2012.7

  A simple and efficient procedure for the asymmetric synthesis of (-)-(R)-massoia lactone, (R)-delta-decalactone, and (+)-(3R,5R)-3-hydroxy-1,5-decanolide is described. Verbalactone was synthesized using Heck allylation at the key stage of construction of the carbon skeleton.
• Methyl (5R)-5-hydroxy-3-methylidenedecanoate as a promising building block in asymmetric syntheses of bioactive natural compounds
  作者：I. V. Mineeva

  DOI：10.1134/s107042801307004x

  日期：2013.7

  Simple and efficient asymmetric syntheses of several lactones with the use of methyl (5R)-5-hydroxy-3-methylidenedecanoate as a polyfunctional building block are described.