11-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-undecanoic acid | 206124-20-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 11-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-undecanoic acid
• CAS: 206124-20-1
• 化学式: C₁₈H₃₄O₃S₂
• 分子量: 362.598
• InChiKey: RAKSCOYTQICPTR-INIZCTEOSA-N

物化性质

• 沸点：
  522.8±30.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  23.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  11-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-undecanoic acid 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以40%的产率得到(R)-8-Methyl-9-oxa-1,5-dithia-spiro[5.14]icosan-10-one
  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 氢氧化钾 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 11-[2-((S)-2-Hydroxy-propyl)-[1,3]dithian-2-yl]-undecanoic 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