benzyl (1E,5E)-7-(methoxycarbonyloxy)-1-phenylhepta-1,5-dien-3-ylcarbamate | 1245904-41-9

• 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: benzyl (1E,5E)-7-(methoxycarbonyloxy)-1-phenylhepta-1,5-dien-3-ylcarbamate
• CAS: 1245904-41-9
• 化学式: C₂₃H₂₅NO₅
• 分子量: 395.455
• InChiKey: FUGBKERFXLYDTM-IZCPETMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  benzyl (1E,5E)-7-(methoxycarbonyloxy)-1-phenylhepta-1,5-dien-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45%的产率得到benzyl (1E,5E)-7-(methoxycarbonyloxy)-1-phenylhepta-1,5-dien-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 、 (E)-benzyl (1-phenylhexa-1,5-dien-3-yl)carbamate 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 43.0h， 以32%的产率得到benzyl (1E,5E)-7-(methoxycarbonyloxy)-1-phenylhepta-1,5-dien-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