O-((1R,3R,6R)-1-hydroxy-5-methylene-7-oxospiro[5.5]undec-8-en-3-yl) S-methyl carbonodithioate | 1316171-04-6

• 英文名称: O-((1R,3R,6R)-1-hydroxy-5-methylene-7-oxospiro[5.5]undec-8-en-3-yl) S-methyl carbonodithioate
• CAS: 1316171-04-6
• 化学式: C₁₄H₁₈O₃S₂
• 分子量: 298.427
• InChiKey: SSURPSRJFCLDKR-QKCSRTOESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  O-((1R,3R,6R)-1-hydroxy-5-methylene-7-oxospiro[5.5]undec-8-en-3-yl) S-methyl carbonodithioate 在 三乙基硼 、 氧气 、 三正丁基氢锡 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 0.33h， 以74%的产率得到(6R,7R)-7-hydroxy-11-methylenespiro[5.5]undec-2-en-1-one
  参考文献：
  名称：

  A Modular Synthesis of Salvileucalin B Structural Domains

  摘要：

  A modular strategy leading to the salvileucalin B core structure has been accomplished. The developed synthetic strategy featured a bioinspired intramolecular Diels-Alder reaction to construct domain "A", REDOX chemistry to functionalize domain "B", and a palladium-mediated cross-coupling to install domain "C". This flexible approach should facilitate further chemical and biological investigations of this fascinating class of compounds.

  DOI：

  10.1021/ol201748x
• 作为产物：
  描述：

  在 pyridine hydrofluoride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 O-((1R,3R,6R)-1-hydroxy-5-methylene-7-oxospiro[5.5]undec-8-en-3-yl) S-methyl carbonodithioate
  参考文献：
  名称：

  A Modular Synthesis of Salvileucalin B Structural Domains

  摘要：

  A modular strategy leading to the salvileucalin B core structure has been accomplished. The developed synthetic strategy featured a bioinspired intramolecular Diels-Alder reaction to construct domain "A", REDOX chemistry to functionalize domain "B", and a palladium-mediated cross-coupling to install domain "C". This flexible approach should facilitate further chemical and biological investigations of this fascinating class of compounds.

  DOI：

  10.1021/ol201748x