(Z)-(S)-6-methyl-4-phthalimido-2-heptene | 150355-26-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (Z)-(S)-6-methyl-4-phthalimido-2-heptene
• 英文别名: 2-[(Z,4S)-6-methylhept-2-en-4-yl]isoindole-1,3-dione
• CAS: 150355-26-3
• 化学式: C₁₆H₁₉NO₂
• 分子量: 257.332
• InChiKey: XYUPBLFTESJAHV-DJFZKKHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 (Z)-(S)-6-methyl-4-phthalimido-2-heptene 在 sodium hydroxide 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以85%的产率得到methyl (S)-2-(1,3-dioxoisoindolin-2-yl)-4-methylpentanoate
  参考文献：
  名称：

  Oxidative cleavage of mono-, di-, and trisubstituted olefins to methyl esters through ozonolysis in methanolic sodium hydroxide

  摘要：

  The ozonolysis of alkenes in methanolic NaOH or NaOMe with CH2Cl2 as cosolvent leads directly to methyl esters. The procedure has been used to prepare various alpha-, beta, and omega-alkoxy esters, acyloxy esters, and alpha- and beta-N-acyl and N-sulfonyl esters from the appropriate unsaturated ethers, esters, and amides. Other examples include the formation of dimethyl octanedioate from cyclooctene (75% yield), dimethyl nonanedioate and methyl nonanoate from methyl oleate (77 and 78%, respectively), and tetradecanoic acid gamma-lactone from 2-methyl-2-hexadecen-6-ol (80% yield).

  DOI：

  10.1021/jo00066a019
• 作为产物：
  描述：

  (S)-6-methyl-4-phthalimido-2-heptyne 在 Lindlar's catalyst 氢气 作用下， 以 苯 为溶剂， 反应 2.0h， 以94%的产率得到(Z)-(S)-6-methyl-4-phthalimido-2-heptene
  参考文献：
  名称：

  Oxidative cleavage of mono-, di-, and trisubstituted olefins to methyl esters through ozonolysis in methanolic sodium hydroxide

  摘要：

  The ozonolysis of alkenes in methanolic NaOH or NaOMe with CH2Cl2 as cosolvent leads directly to methyl esters. The procedure has been used to prepare various alpha-, beta, and omega-alkoxy esters, acyloxy esters, and alpha- and beta-N-acyl and N-sulfonyl esters from the appropriate unsaturated ethers, esters, and amides. Other examples include the formation of dimethyl octanedioate from cyclooctene (75% yield), dimethyl nonanedioate and methyl nonanoate from methyl oleate (77 and 78%, respectively), and tetradecanoic acid gamma-lactone from 2-methyl-2-hexadecen-6-ol (80% yield).

  DOI：

  10.1021/jo00066a019