[(2S,5S)-5-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)oxyhexan-2-yl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate | 144762-91-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: [(2S,5S)-5-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)oxyhexan-2-yl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
• CAS: 144762-91-4
• 化学式: C₂₂H₄₀N₂O₆
• 分子量: 428.569
• InChiKey: FAQMEGNHEVGSBX-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2S,5S)-5-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)oxyhexan-2-yl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 在 barium dihydroxide 、 甲烷磺酸 作用下， 生成 (2S,5S)-2,5-己二醇
  参考文献：
  名称：

  Stereoselective generation of 1,3- and 1,4-dioxy-substituted carbanions by sparteine-assisted deprotonation of chiral precursors: Substrate or reagent control in the synthesis of α,γ- and α,δ-diols

  摘要：

  The deprotonation of a dicarbamate, derived from (S)-butane-1,3-diol, by sec-butyllithium takes an highly diastereoselective, but opposite, direction in the presence of (-)-sparteine and of tetramethylethylenediamine (TMEDA), respectively. The (S)-pentane-1,4-diol derivative shows the same stereochemical preference under both conditions.

  DOI：

  10.1016/s0040-4039(00)79084-8
• 作为产物：
  描述：

  [(4S)-4-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)oxypentyl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 、 碘甲烷 在 仲丁基锂 、 鹰爪豆碱 作用下， 生成 、 [(2S,5S)-5-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)oxyhexan-2-yl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  Stereoselective generation of 1,3- and 1,4-dioxy-substituted carbanions by sparteine-assisted deprotonation of chiral precursors: Substrate or reagent control in the synthesis of α,γ- and α,δ-diols

  摘要：

  The deprotonation of a dicarbamate, derived from (S)-butane-1,3-diol, by sec-butyllithium takes an highly diastereoselective, but opposite, direction in the presence of (-)-sparteine and of tetramethylethylenediamine (TMEDA), respectively. The (S)-pentane-1,4-diol derivative shows the same stereochemical preference under both conditions.

  DOI：

  10.1016/s0040-4039(00)79084-8