2-[(8R,10S)-8-methyl-9-(4-methylphenyl)sulfonyl-1,5-dithia-9-azaspiro[5.5]undecan-10-yl]acetaldehyde | 1265595-98-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(8R,10S)-8-methyl-9-(4-methylphenyl)sulfonyl-1,5-dithia-9-azaspiro[5.5]undecan-10-yl]acetaldehyde
• CAS: 1265595-98-9
• 化学式: C₁₈H₂₅NO₃S₃
• 分子量: 399.599
• InChiKey: ACQMZGXFMRWLJG-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(8R,10S)-8-methyl-9-(4-methylphenyl)sulfonyl-1,5-dithia-9-azaspiro[5.5]undecan-10-yl]acetaldehyde 在 lithium aluminium tetrahydride 、 [bis(trifluoroacetoxy)iodo]benzene 、 碳酸氢钠 、 magnesium 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙腈 、 三氟乙酸 为溶剂， 反应 36.0h， 生成 (-) epimyrtine
  参考文献：
  名称：

  Stereoselective Synthesis of 2,6-cis- and 2,6-trans-Piperidines through Organocatalytic Aza-Michael Reactions: A Facile Synthesis of (+)-Myrtine and (−)-Epimyrtine

  摘要：

  Both 2,6-cis- and 2,6-trans-piperidines were prepared from common substrates through organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in conjunction with dithiane coupling reactions. The organocatalytic aza-Michael reaction enabled a facile synthesis of (+)-myrtine and (-)-epimyrtine from a common substrate.

  DOI：

  10.1021/ol103064f
• 作为产物：
  描述：

  吖丙啶,2-甲基-1-[(4-甲基苯基)磺酰]-,(2R)- 在 manganese(IV) oxide 、 C₇H₆O₂*C₂₀H₂₇NOSi 、 叔丁基锂 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 二氯甲烷 、 正戊烷 为溶剂， 反应 13.5h， 生成 2-[(8R,10S)-8-methyl-9-(4-methylphenyl)sulfonyl-1,5-dithia-9-azaspiro[5.5]undecan-10-yl]acetaldehyde
  参考文献：
  名称：

  Stereoselective Synthesis of 2,6-cis- and 2,6-trans-Piperidines through Organocatalytic Aza-Michael Reactions: A Facile Synthesis of (+)-Myrtine and (−)-Epimyrtine

  摘要：

  Both 2,6-cis- and 2,6-trans-piperidines were prepared from common substrates through organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in conjunction with dithiane coupling reactions. The organocatalytic aza-Michael reaction enabled a facile synthesis of (+)-myrtine and (-)-epimyrtine from a common substrate.

  DOI：

  10.1021/ol103064f

文献信息

• Stereoselective Synthesis of 2,6-<i>cis</i>- and 2,6-<i>trans</i>-Piperidines through Organocatalytic Aza-Michael Reactions: A Facile Synthesis of (+)-Myrtine and (−)-Epimyrtine
  作者：Yongcheng Ying、Hyoungsu Kim、Jiyong Hong

  DOI：10.1021/ol103064f

  日期：2011.2.18

  Both 2,6-cis- and 2,6-trans-piperidines were prepared from common substrates through organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in conjunction with dithiane coupling reactions. The organocatalytic aza-Michael reaction enabled a facile synthesis of (+)-myrtine and (-)-epimyrtine from a common substrate.