(E)-benzyl 7-(methoxycarbonyloxy)-2,2-dimethylhept-5-en-3-ylcarbamate | 1245904-43-1

• 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: (E)-benzyl 7-(methoxycarbonyloxy)-2,2-dimethylhept-5-en-3-ylcarbamate
• CAS: 1245904-43-1
• 化学式: C₁₉H₂₇NO₅
• 分子量: 349.427
• InChiKey: FACGLEKTTNALAK-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-benzyl 7-(methoxycarbonyloxy)-2,2-dimethylhept-5-en-3-ylcarbamate 、 对甲基苯磺酰异氰酸酯 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.33h， 以48%的产率得到(E)-benzyl 7-(methoxycarbonyloxy)-2,2-dimethylhept-5-en-3-yl(tosylcarbamoyl)carbamate
  参考文献：
  名称：

  Stereodivergent Synthesis of 1,3-syn- and -anti-Tetrahydropyrimidinones

  摘要：

  An efficient protocol for the stereoselective synthesis of 1,3-syn and -anti-tetrahydropyrimidinones (syn- and anti-11a) is reported The modular procedure is based on a stereodivergent cyclization of readily available urea-type substrates (10a) by intramolecular allylic substitution The cyclization proceeds with excellent yield (up to 99%) and selectivity (up to dr > 20:1), purely based on substrate control The product pyrimidines can be readily transformed into the corresponding free syn- and anti-amines

  DOI：

  10.1021/ol101755m
• 作为产物：
  描述：

  carbonic acid (Z)-4-methoxycarbonyloxy-but-2-enyl ester methyl ester 、 benzyl 2,2-dimethylhex-5-en-3ylcarbamate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以48%的产率得到(E)-benzyl 7-(methoxycarbonyloxy)-2,2-dimethylhept-5-en-3-ylcarbamate
  参考文献：
  名称：

  Stereodivergent Synthesis of 1,3-syn- and -anti-Tetrahydropyrimidinones

  摘要：

  An efficient protocol for the stereoselective synthesis of 1,3-syn and -anti-tetrahydropyrimidinones (syn- and anti-11a) is reported The modular procedure is based on a stereodivergent cyclization of readily available urea-type substrates (10a) by intramolecular allylic substitution The cyclization proceeds with excellent yield (up to 99%) and selectivity (up to dr > 20:1), purely based on substrate control The product pyrimidines can be readily transformed into the corresponding free syn- and anti-amines

  DOI：

  10.1021/ol101755m