N-benzyl-N-methyl-1-[(2S,4R)-1-methyl-4-prop-2-enoxypyrrolidin-2-yl]methanamine | 330583-68-1

• 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: N-benzyl-N-methyl-1-[(2S,4R)-1-methyl-4-prop-2-enoxypyrrolidin-2-yl]methanamine
• CAS: 330583-68-1
• 化学式: C₁₇H₂₆N₂O
• 分子量: 274.406
• InChiKey: CYOHTVWOUSGBNU-DLBZAZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-methyl-1-[(2S,4R)-1-methyl-4-prop-2-enoxypyrrolidin-2-yl]methanamine 在 9-borabicyclo[3.3.1]nonane hydride 、 sodium hydroxide 、 双氧水 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.5h， 以74%的产率得到3-[(3R,5S)-5-[[benzyl(methyl)amino]methyl]-1-methylpyrrolidin-3-yl]oxypropan-1-ol
  参考文献：
  名称：

  A Polymer-Supported Proline-Based Diamine Catalyst for the Kinetic Resolution of Racemic Secondary Alcohols

  摘要：

  The preparation of polymer-supported proline-based diamine catalyst 12 for the kinetic resolution of racemic mixtures of secondary alcohols is described. Not only is the catalyst effective for the resolution of a host of different alcohols, it can also be recovered and reused several times without loss of either activity or selectivity. The catalyst has been used in conjunction with a polymer-supported sequestration strategy, giving rise to an essentially pure mixture of resolved products that can be separated using flash chromatography.

  DOI：

  10.1021/jo0013610
• 作为产物：
  描述：

  Boc-L-羟脯氨酸 在 lithium aluminium tetrahydride 、 potassium hydride 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 N-benzyl-N-methyl-1-[(2S,4R)-1-methyl-4-prop-2-enoxypyrrolidin-2-yl]methanamine
  参考文献：
  名称：

  A Polymer-Supported Proline-Based Diamine Catalyst for the Kinetic Resolution of Racemic Secondary Alcohols

  摘要：

  The preparation of polymer-supported proline-based diamine catalyst 12 for the kinetic resolution of racemic mixtures of secondary alcohols is described. Not only is the catalyst effective for the resolution of a host of different alcohols, it can also be recovered and reused several times without loss of either activity or selectivity. The catalyst has been used in conjunction with a polymer-supported sequestration strategy, giving rise to an essentially pure mixture of resolved products that can be separated using flash chromatography.

  DOI：

  10.1021/jo0013610

文献信息

• A Polymer-Supported Proline-Based Diamine Catalyst for the Kinetic Resolution of Racemic Secondary Alcohols
  作者：Bruce Clapham、Chang-Woo Cho、Kim D. Janda

  DOI：10.1021/jo0013610

  日期：2001.2.1

  The preparation of polymer-supported proline-based diamine catalyst 12 for the kinetic resolution of racemic mixtures of secondary alcohols is described. Not only is the catalyst effective for the resolution of a host of different alcohols, it can also be recovered and reused several times without loss of either activity or selectivity. The catalyst has been used in conjunction with a polymer-supported sequestration strategy, giving rise to an essentially pure mixture of resolved products that can be separated using flash chromatography.