(1R,6S,8S)-4-[(2S)-oxan-2-yl]-5lambda6-thia-4-azatricyclo[6.2.2.01,6]dodec-9-ene 5,5-dioxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: (1R,6S,8S)-4-[(2S)-oxan-2-yl]-5lambda6-thia-4-azatricyclo[6.2.2.01,6]dodec-9-ene 5,5-dioxide
• 英文别名: (1R,6S,8S)-4-[(2S)-oxan-2-yl]-5λ6-thia-4-azatricyclo[6.2.2.01,6]dodec-9-ene 5,5-dioxide
• 化学式: C₁₅H₂₃NO₃S
• 分子量: 297.419
• InChiKey: CIJCZONSAIYMBH-ZQDZILKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,6S,8S)-4-[(2S)-oxan-2-yl]-5lambda6-thia-4-azatricyclo[6.2.2.01,6]dodec-9-ene 5,5-dioxide 、 碘甲基三甲基硅烷 在 甲基锂 作用下， 以 四氢呋喃 为溶剂， 以36%的产率得到
  参考文献：
  名称：

  Desulfurization of sultams with simultaneous methylenation

  摘要：

  Alkylation of gamma- and delta-sultams with (iodomethyl)trimethylsilane followed by treatment of the resultant silanes with tetrabutylammonium fluoride gave rise to sulfur-free unsaturated amines. In particular, N-THP substituted sultams were found to be useful substrates for the alkylation event. A corresponding one-pot transformation involving sultam alpha-alkylation with (iodomethyl)magnesium chloride is also reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.153
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到(1R,6S,8S)-4-[(2S)-oxan-2-yl]-5lambda6-thia-4-azatricyclo[6.2.2.01,6]dodec-9-ene 5,5-dioxide
  参考文献：
  名称：

  Desulfurization of sultams with simultaneous methylenation

  摘要：

  Alkylation of gamma- and delta-sultams with (iodomethyl)trimethylsilane followed by treatment of the resultant silanes with tetrabutylammonium fluoride gave rise to sulfur-free unsaturated amines. In particular, N-THP substituted sultams were found to be useful substrates for the alkylation event. A corresponding one-pot transformation involving sultam alpha-alkylation with (iodomethyl)magnesium chloride is also reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.153

文献信息

• Desulfurization of sultams with simultaneous methylenation
  作者：Victor O. Rogachev、Sandra Merten、Tobias Seiser、Olga Kataeva、Peter Metz

  DOI：10.1016/j.tetlet.2007.10.153

  日期：2008.1

  Alkylation of gamma- and delta-sultams with (iodomethyl)trimethylsilane followed by treatment of the resultant silanes with tetrabutylammonium fluoride gave rise to sulfur-free unsaturated amines. In particular, N-THP substituted sultams were found to be useful substrates for the alkylation event. A corresponding one-pot transformation involving sultam alpha-alkylation with (iodomethyl)magnesium chloride is also reported. (c) 2007 Elsevier Ltd. All rights reserved.