Phenyl-carbamic acid (S)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2-trimethylsilanyloxy-cyclopent-2-enyl)-methyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Phenyl-carbamic acid (S)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2-trimethylsilanyloxy-cyclopent-2-enyl)-methyl ester
• 英文别名: [(S)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[(1R)-2-trimethylsilyloxycyclopent-2-en-1-yl]methyl] N-phenylcarbamate
• 化学式: C₂₁H₃₁NO₅Si
• 分子量: 405.566
• InChiKey: ADYBPUDRUKKDTE-UHOSZYNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (cyclopenta-1,4-dien-1-yloxy)trimethylsilane 在 bis(cyclopentadienyl)titanium (III) chloride 、 异丙基氯化镁 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 Phenyl-carbamic acid (S)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2-trimethylsilanyloxy-cyclopent-2-enyl)-methyl ester
  参考文献：
  名称：

  Chirons for Polypropionate Assemblage: Preparation of Optically Active Functionalized Enolsilanes

  摘要：

  Optically active alpha-methyl beta-hydroxy (carbamate-protected) enolsilanes were prepared in two steps: silyloxy-allyltitanation of achiral or chiral aldehydes was followed by the protection of the hydroxy group, using respectively chiral or achiral isocyanates.

  DOI：

  10.1080/00397919708004079

文献信息

• Chirons for Polypropionate Assemblage: Preparation of Optically Active Functionalized Enolsilanes
  作者：Hervé Lefranc、Jan Szymoniak、Raphaëlle Tréma、Claude Moïse

  DOI：10.1080/00397919708004079

  日期：1997.5

  Optically active alpha-methyl beta-hydroxy (carbamate-protected) enolsilanes were prepared in two steps: silyloxy-allyltitanation of achiral or chiral aldehydes was followed by the protection of the hydroxy group, using respectively chiral or achiral isocyanates.