(2R)-4-methylene-7-octene-1,2-diol | 208766-10-3

• 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: (2R)-4-methylene-7-octene-1,2-diol
• 英文别名: (2R)-4-methylideneoct-7-ene-1,2-diol
• CAS: 208766-10-3
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: KALDDJZVGSXUDS-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R)-4-methylene-7-octene-1,2-diol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 methyl (6R)-6,7-dihydroxy-4-oxoheptanoate
  参考文献：
  名称：

  Synthesis of a Butyrolactone Precursor of an Algae Nonaether from an Enantiopure Glycol Obtained by Hoppe's Chemistry

  摘要：

  Homoallyl carbamate 20, (-)-sparteine, and sBuLi gave a lithium derivative which was formylated with DMF giving the crude aldehydocarbamate 19. With Lithium aluminum hydride in refluxing THF, this compound provided diol 22 in 90% overall yield and with 96% ee. This material was carried on to the gamma-lactone monoethers 13 (benzyl ether) or 14 (trityl ether). These compounds should be precursors for synthesizing the naturally occurring nonaether 7.

  DOI：

  10.1002/(sici)1099-0690(199806)1998:6<1023::aid-ejoc1023>3.0.co;2-3
• 作为产物：
  描述：

  3-甲基-3-丁烯-1-醇 在 lithium aluminium tetrahydride 、 正丁基锂 、 potassium hydride 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 86.25h， 生成 (2R)-4-methylene-7-octene-1,2-diol
  参考文献：
  名称：

  Synthesis of a Butyrolactone Precursor of an Algae Nonaether from an Enantiopure Glycol Obtained by Hoppe's Chemistry

  摘要：

  Homoallyl carbamate 20, (-)-sparteine, and sBuLi gave a lithium derivative which was formylated with DMF giving the crude aldehydocarbamate 19. With Lithium aluminum hydride in refluxing THF, this compound provided diol 22 in 90% overall yield and with 96% ee. This material was carried on to the gamma-lactone monoethers 13 (benzyl ether) or 14 (trityl ether). These compounds should be precursors for synthesizing the naturally occurring nonaether 7.

  DOI：

  10.1002/(sici)1099-0690(199806)1998:6<1023::aid-ejoc1023>3.0.co;2-3

文献信息

• Synthesis of a Butyrolactone Precursor of an Algae Nonaether from an Enantiopure Glycol Obtained by Hoppe's Chemistry
  作者：Markus Menges、Reinhard Brückner

  DOI：10.1002/(sici)1099-0690(199806)1998:6<1023::aid-ejoc1023>3.0.co;2-3

  日期：1998.6

  Homoallyl carbamate 20, (-)-sparteine, and sBuLi gave a lithium derivative which was formylated with DMF giving the crude aldehydocarbamate 19. With Lithium aluminum hydride in refluxing THF, this compound provided diol 22 in 90% overall yield and with 96% ee. This material was carried on to the gamma-lactone monoethers 13 (benzyl ether) or 14 (trityl ether). These compounds should be precursors for synthesizing the naturally occurring nonaether 7.