Acetic acid (R)-1-(3-hydroxy-propyl)-4-methyl-pentyl ester | 528841-11-4

• 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: Acetic acid (R)-1-(3-hydroxy-propyl)-4-methyl-pentyl ester
• CAS: 528841-11-4
• 化学式: C₁₁H₂₂O₃
• 分子量: 202.294
• InChiKey: NOTBLPLOYJEVPP-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  14.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  甲基磺酰氯 、 Acetic acid (R)-1-(3-hydroxy-propyl)-4-methyl-pentyl ester 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以89%的产率得到Acetic acid (R)-1-(3-methanesulfonyloxy-propyl)-4-methyl-pentyl ester
  参考文献：
  名称：

  Enantioselective Mercuriocyclization of γ-Hydroxy-cis-alkenes

  摘要：

  Asymmetric mercuriocyclization of gamma-hydroxy-(Z)-alkenes has been achieved using Hg(II) complexed with tartrate-derived 4-(2-naphthyl)bisoxazoline as chiral ligand to give rise to 2-monosubstituted tetrahydrofurans in 86-95% ee. Not only the linker connecting two oxazolines but also their 4-substituents were found crucial for high enantioselectivity. In addition, tuning the ketal protecting group of tartrate as well as adding MeOH and K(2)CO(3) worked beneficially.

  DOI：

  10.1021/ja029777d
• 作为产物：
  描述：

  (2S)-1,2-epoxy-5-benzyloxy-pentane 在 palladium dihydroxide 4-二甲氨基吡啶 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 二氯甲烷 为溶剂， -40.0~20.0 ℃ 、101.33 kPa 条件下， 反应 8.0h， 生成 Acetic acid (R)-1-(3-hydroxy-propyl)-4-methyl-pentyl ester
  参考文献：
  名称：

  Enantioselective Mercuriocyclization of γ-Hydroxy-cis-alkenes

  摘要：

  Asymmetric mercuriocyclization of gamma-hydroxy-(Z)-alkenes has been achieved using Hg(II) complexed with tartrate-derived 4-(2-naphthyl)bisoxazoline as chiral ligand to give rise to 2-monosubstituted tetrahydrofurans in 86-95% ee. Not only the linker connecting two oxazolines but also their 4-substituents were found crucial for high enantioselectivity. In addition, tuning the ketal protecting group of tartrate as well as adding MeOH and K(2)CO(3) worked beneficially.

  DOI：

  10.1021/ja029777d