[(2R)-1-hydroxy-4-methylideneoct-7-en-2-yl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate | 1026181-50-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: [(2R)-1-hydroxy-4-methylideneoct-7-en-2-yl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
• CAS: 1026181-50-9
• 化学式: C₁₇H₂₉NO₄
• 分子量: 311.422
• InChiKey: BQHIKALQQBKQNU-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2R)-1-hydroxy-4-methylideneoct-7-en-2-yl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 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 、 N-新戊酰基-邻甲苯胺 、 仲丁基锂 、 potassium hydride 、 sodium hydride 、 鹰爪豆碱 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 82.25h， 生成 [(2R)-1-hydroxy-4-methylideneoct-7-en-2-yl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
  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.