10-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-decanenitrile | 206124-15-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 10-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-decanenitrile
• CAS: 206124-15-4
• 化学式: C₁₇H₃₁NOS₂
• 分子量: 329.571
• InChiKey: PORIRFKENGLAOK-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.36
• 重原子数：
  21.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  44.02
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  10-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-decanenitrile 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以89%的产率得到10-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-decanoic acid
  参考文献：
  名称：

  Synthesis of Both Enantiomers of Four Different Macrocyclic Lactones

  摘要：

  Both enantiomers of macrocyclic lactones, 12-tridecanolide (1), 13-tetradecanolide (2), 14-pentadecanolide (3) and 15-hexadecanolide (4), were synthesized utilizing (S)-(-)-beta-hydroxythioacetal (5) as the chiral building block. Key steps are the C-alkylation of a dianion derived from 5 with alkyl dibromides followed by conversion of functional groups and the two macrolactonization. The both enantiomers of 1 similar to 4 have been obtained by reductive desulfurization of the dithiane moiety.

  DOI：

  10.3987/com-97-7991
• 作为产物：
  描述：

  (S)-1-(1,3-dithian-2-yl)-2-propanol 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 10-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-decanenitrile
  参考文献：
  名称：

  Synthesis of Both Enantiomers of Four Different Macrocyclic Lactones

  摘要：

  Both enantiomers of macrocyclic lactones, 12-tridecanolide (1), 13-tetradecanolide (2), 14-pentadecanolide (3) and 15-hexadecanolide (4), were synthesized utilizing (S)-(-)-beta-hydroxythioacetal (5) as the chiral building block. Key steps are the C-alkylation of a dianion derived from 5 with alkyl dibromides followed by conversion of functional groups and the two macrolactonization. The both enantiomers of 1 similar to 4 have been obtained by reductive desulfurization of the dithiane moiety.

  DOI：

  10.3987/com-97-7991