(+)-(3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)-(N'-methoxy-N'-methylhexanamide) | 874141-17-0

• 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: (+)-(3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)-(N'-methoxy-N'-methylhexanamide)
• CAS: 874141-17-0
• 化学式: C₂₃H₃₂N₂O₂
• 分子量: 368.519
• InChiKey: DWLYOOPADRJROR-DENIHFKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  27.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  32.78
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (+)-(3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)-(N'-methoxy-N'-methylhexanamide) 在 palladium hydroxide - carbon 氢气 、 sodium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 20.0 ℃ 、400.0 kPa 条件下， 反应 75.0h， 生成 (-)-(2'R)-2-methyl-2-(2'-amino-pentyl)-1,3-dioxolane
  参考文献：
  名称：

  Asymmetric synthesis of 1,3-aminoketals

  摘要：

  The asymmetric synthesis of alpha-chiral 1,3-aminoketals 1, useful chiral building blocks for piperidine preparation, was achieved in seven steps involving highly diastereoselective 1,4-addition of Davies' lithium amide to an alpha,beta-unsaturated ester. Problems of partial racernization observed during transformation of the ester moiety into a keto function, via a Weinreb amide, were solved using non-conventional experimental conditions. This procedure allowed the preparation of the title compounds in > 90% enantiomeric excess. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.09.024
• 作为产物：
  描述：

  (R)-(+)-N-苄基-1-苯乙胺 在 正丁基锂 、 三甲基铝 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 2.25h， 生成 (+)-(3R,αR)-3-(N-benzyl-N-α-methylbenzylamino)-(N'-methoxy-N'-methylhexanamide)
  参考文献：
  名称：

  Asymmetric synthesis of 1,3-aminoketals

  摘要：

  The asymmetric synthesis of alpha-chiral 1,3-aminoketals 1, useful chiral building blocks for piperidine preparation, was achieved in seven steps involving highly diastereoselective 1,4-addition of Davies' lithium amide to an alpha,beta-unsaturated ester. Problems of partial racernization observed during transformation of the ester moiety into a keto function, via a Weinreb amide, were solved using non-conventional experimental conditions. This procedure allowed the preparation of the title compounds in > 90% enantiomeric excess. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.09.024