2-((7-methyloct-7-en-4-yn-2-yl)sulfonyl)benzo[d]thiazole | 1310357-35-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-((7-methyloct-7-en-4-yn-2-yl)sulfonyl)benzo[d]thiazole
• 英文别名: 2-(7-Methyloct-7-en-4-yn-2-ylsulfonyl)-1,3-benzothiazole
• CAS: 1310357-35-7
• 化学式: C₁₆H₁₇NO₂S₂
• 分子量: 319.448
• InChiKey: DTZHSIZLMDWVFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  83.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-((7-methyloct-7-en-4-yn-2-yl)sulfonyl)benzo[d]thiazole 在 potassium osmate(VI) dihydrate 、 sodium hypochlorite 、 sodium chlorite 、 氯化亚砜 、 2,2,6,6-四甲基哌啶氧化物 、 (DHQ)₂PHAL 、 水 、 potassium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 四氢呋喃 、 水 、 乙腈 、 叔丁醇 为溶剂， 反应 6.0h， 生成 (2R)-2-(trimethylsilyl)ethyl 7-(benzo[d]thiazol-2-ylsulfonyl)-2-hydroxy-2-methyloct-4-ynoate
  参考文献：
  名称：

  Synthesis of Key Fragments of Leiodelide A

  摘要：

  The synthesis of all key fragments of the marine macrolide lelodelide A is described. The polyoxygenated northern subunit is derived from D-xylose, while the southern subunit is rapidly assembled via an aldol reaction and Horner-Wadsworth-Emmons olefination. This highly convergent approach will allow for rapid modification and assembly of several isomers of lelodelide A, which may be necessary considering the assignment of leiodelide B has been previously shown to be incorrect.

  DOI：

  10.1021/ol201183f
• 作为产物：
  描述：

  4-戊炔-2-醇 在 copper(l) iodide 、 偶氮二甲酸二异丙酯 、 碳酸氢钠 、 potassium carbonate 、 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2-((7-methyloct-7-en-4-yn-2-yl)sulfonyl)benzo[d]thiazole
  参考文献：
  名称：

  Synthesis of Key Fragments of Leiodelide A

  摘要：

  The synthesis of all key fragments of the marine macrolide lelodelide A is described. The polyoxygenated northern subunit is derived from D-xylose, while the southern subunit is rapidly assembled via an aldol reaction and Horner-Wadsworth-Emmons olefination. This highly convergent approach will allow for rapid modification and assembly of several isomers of lelodelide A, which may be necessary considering the assignment of leiodelide B has been previously shown to be incorrect.

  DOI：

  10.1021/ol201183f

文献信息

• Synthesis of Key Fragments of Leiodelide A
  作者：Mathieu F. Chellat、Nicolas Proust、Matthew G. Lauer、James P. Stambuli

  DOI：10.1021/ol201183f

  日期：2011.6.17

  The synthesis of all key fragments of the marine macrolide lelodelide A is described. The polyoxygenated northern subunit is derived from D-xylose, while the southern subunit is rapidly assembled via an aldol reaction and Horner-Wadsworth-Emmons olefination. This highly convergent approach will allow for rapid modification and assembly of several isomers of lelodelide A, which may be necessary considering the assignment of leiodelide B has been previously shown to be incorrect.