(1'R,6S)-(-)-1-(2'-hydroxy-1'-phenyl-ethyl)-6-n-propyl-piperidine-2-thione | 683771-95-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: (1'R,6S)-(-)-1-(2'-hydroxy-1'-phenyl-ethyl)-6-n-propyl-piperidine-2-thione
• 英文别名: (6S)-1-[(1R)-2-hydroxy-1-phenylethyl]-6-propylpiperidine-2-thione
• CAS: 683771-95-1
• 化学式: C₁₆H₂₃NOS
• 分子量: 277.431
• InChiKey: HUICHZLULDVYSJ-GJZGRUSLSA-N

物化性质

• 沸点：
  414.6±55.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1'R,6S)-(-)-1-(2'-hydroxy-1'-phenyl-ethyl)-6-n-propyl-piperidine-2-thione 在 碘甲烷 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以100%的产率得到(+)-(3R,5S)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridin-4-ylium iodide
  参考文献：
  名称：

  Syntheses of pyridin-4-ylium chirons: applications in a synthesis of (+)-coniine

  摘要：

  The compounds (3R,5S)-(+)-5-methyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridin-4-ylium iodide 4 and (3R,5S)-(+)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridin-4-ylium iodide 5 were synthesized in two steps starting from the bicyclic thiolactam trans(3R,2aS)-(-)-5-thio-3-phenyl-2,3,6,7,8,2a-hexahydro-oxazolo[3,2-a]pyridine 1. In addition, starting from 5 an enantiospecific synthesis of (+)-coniine 7 was achieved. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.017
• 作为产物：
  描述：

  丙基氯化镁 、 trans-(3R,2aS)-(-)-5-thio-3-phenyl-2,3,6,7,8,2a-hexahydro-oxazolo[3,2-a]pyridine 以 四氢呋喃 为溶剂， 反应 2.0h， 以80%的产率得到(1'R,6S)-(-)-1-(2'-hydroxy-1'-phenyl-ethyl)-6-n-propyl-piperidine-2-thione
  参考文献：
  名称：

  Syntheses of pyridin-4-ylium chirons: applications in a synthesis of (+)-coniine

  摘要：

  The compounds (3R,5S)-(+)-5-methyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridin-4-ylium iodide 4 and (3R,5S)-(+)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridin-4-ylium iodide 5 were synthesized in two steps starting from the bicyclic thiolactam trans(3R,2aS)-(-)-5-thio-3-phenyl-2,3,6,7,8,2a-hexahydro-oxazolo[3,2-a]pyridine 1. In addition, starting from 5 an enantiospecific synthesis of (+)-coniine 7 was achieved. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.017