ethyl 2-[(2R,4S)-2-methyl-4-phenyl-1,3-dioxolan-2-yl]acetate

• 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: ethyl 2-[(2R,4S)-2-methyl-4-phenyl-1,3-dioxolan-2-yl]acetate
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: YZRKSTVZZVKFSZ-TZMCWYRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (4S)-4-phenyl-1,3,2-dioxathiolane 2-oxide 、 乙酰乙酸乙酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以70%的产率得到ethyl (3R)-4-acetyloxy-3-phenylbutanoate
  参考文献：
  名称：

  Reaction of 1,2-Cyclic Sulfites with Some Soft Nucleophiles. Formation of Enantiomerically Pure gamma-Lactones.

  摘要：

  The reaction between 1,2-cyclic sulfites and soft carbon centered nucleophiles has been investigated. For monosubstituted cyclic sulfites, the main products were gamma-lactones or acetoxy esters. For 1,2-disubstituted cyclic sulfites. cyclopropanes. carbonate and dioxolanes were the main products, A mechanistic rationale for the product formation is presented.

  DOI：

  10.3891/acta.chem.scand.52-0338

文献信息

• Reaction of 1,2-Cyclic Sulfites with Some Soft Nucleophiles. Formation of Enantiomerically Pure gamma-Lactones.
  作者：Kirsten Nymann、John S. Svendsen、Eli Ranes、Jaroslav Riha、Eugen Mesaros、Alin Mihis、Inger Søtofte、Bengt Långström

  DOI：10.3891/acta.chem.scand.52-0338

  日期：——

  The reaction between 1,2-cyclic sulfites and soft carbon centered nucleophiles has been investigated. For monosubstituted cyclic sulfites, the main products were gamma-lactones or acetoxy esters. For 1,2-disubstituted cyclic sulfites. cyclopropanes. carbonate and dioxolanes were the main products, A mechanistic rationale for the product formation is presented.