[(Z,4R)-1-(benzylamino)-1-oxodec-7-en-4-yl] 4-nitrobenzoate | 1233882-70-6

• 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: [(Z,4R)-1-(benzylamino)-1-oxodec-7-en-4-yl] 4-nitrobenzoate
• CAS: 1233882-70-6
• 化学式: C₂₄H₂₈N₂O₅
• 分子量: 424.497
• InChiKey: SAVIIHKCNAUJSJ-LJBSOROUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(Z,4R)-1-(benzylamino)-1-oxodec-7-en-4-yl] 4-nitrobenzoate 在 甲醇 、 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 生成 5-(3Z)-3-hexen-1-yldihydro-2(3H)-furanone
  参考文献：
  名称：

  Combination of Novozym 435–Catalyzed Hydrolysis and Mitsunobu Reaction for Production of (R)-γ-Lactones

  摘要：

  Chiral -lactones of both enantiomers were synthesized with more than 90% optical purities. The key step was Novozym 435-catalyzed hydrolysis of racemic N-benzyl-4-acetoxyalkylamides. Additionally, because (R)--lactones are predominant in apricot, mango, peach, passion fruit, and strawberry, synthesis was attempted using only one enantiomer selectively. The (R)-enantimer was synthesized with more than 80% total yield and more than 90% optical purity by a combination of Novozym 435-catalyzed hydrolysis and the Mitsunobu reaction.

  DOI：

  10.1080/00397910903134618
• 作为产物：
  描述：

  (Z)-(S)-4-Hydroxy-dec-7-enoic acid benzylamide 、 对硝基苯甲酸 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 苯 为溶剂， 反应 48.0h， 生成 [(Z,4R)-1-(benzylamino)-1-oxodec-7-en-4-yl] 4-nitrobenzoate
  参考文献：
  名称：

  Combination of Novozym 435–Catalyzed Hydrolysis and Mitsunobu Reaction for Production of (R)-γ-Lactones

  摘要：

  Chiral -lactones of both enantiomers were synthesized with more than 90% optical purities. The key step was Novozym 435-catalyzed hydrolysis of racemic N-benzyl-4-acetoxyalkylamides. Additionally, because (R)--lactones are predominant in apricot, mango, peach, passion fruit, and strawberry, synthesis was attempted using only one enantiomer selectively. The (R)-enantimer was synthesized with more than 80% total yield and more than 90% optical purity by a combination of Novozym 435-catalyzed hydrolysis and the Mitsunobu reaction.

  DOI：

  10.1080/00397910903134618

文献信息

• Combination of Novozym 435–Catalyzed Hydrolysis and Mitsunobu Reaction for Production of (<i>R</i>)-<font>γ</font>-Lactones
  作者：Yasutaka Shimotori、Tetsuo Miyakoshi

  DOI：10.1080/00397910903134618

  日期：2010.5.11

  Chiral -lactones of both enantiomers were synthesized with more than 90% optical purities. The key step was Novozym 435-catalyzed hydrolysis of racemic N-benzyl-4-acetoxyalkylamides. Additionally, because (R)--lactones are predominant in apricot, mango, peach, passion fruit, and strawberry, synthesis was attempted using only one enantiomer selectively. The (R)-enantimer was synthesized with more than 80% total yield and more than 90% optical purity by a combination of Novozym 435-catalyzed hydrolysis and the Mitsunobu reaction.