(S)-(3R,4S)-2,5-dimethyl-4-(piperidin-1-yl)hexan-3-yl ethanethioate | 849599-87-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (S)-(3R,4S)-2,5-dimethyl-4-(piperidin-1-yl)hexan-3-yl ethanethioate
• 英文别名: S-[(3R,4S)-2,5-dimethyl-4-piperidin-1-ylhexan-3-yl] ethanethioate
• CAS: 849599-87-7
• 化学式: C₁₅H₂₉NOS
• 分子量: 271.467
• InChiKey: MNLWNDBDMILFMR-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-(3R,4S)-2,5-dimethyl-4-(piperidin-1-yl)hexan-3-yl ethanethioate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以90%的产率得到(3R,4S)-2,5-dimethyl-4-(piperidin-1-yl)hexane-3-thiol
  参考文献：
  名称：

  New β-amino thiols as efficient catalysts for highly enantioselective alkenylzinc addition to aldehydes

  摘要：

  A series of new optically active beta-amino thiols and thiolacetates prepared from the simple natural amino acid, (S)-(-)-valine, were found to be effective catalysts for the enantioselective addition of alkenylzinc to alclehydes and thereby providing an efficient route for chiral (E)-allylic alcohols with ees of up to >99% in the presence of 7a (1 mol %). (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.11.093
• 作为产物：
  描述：

  L-dibenzylvalinal 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙腈 、 苯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 36.0h， 生成 (S)-(3R,4S)-2,5-dimethyl-4-(piperidin-1-yl)hexan-3-yl ethanethioate
  参考文献：
  名称：

  New β-amino thiols as efficient catalysts for highly enantioselective alkenylzinc addition to aldehydes

  摘要：

  A series of new optically active beta-amino thiols and thiolacetates prepared from the simple natural amino acid, (S)-(-)-valine, were found to be effective catalysts for the enantioselective addition of alkenylzinc to alclehydes and thereby providing an efficient route for chiral (E)-allylic alcohols with ees of up to >99% in the presence of 7a (1 mol %). (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.11.093