(S)-4-methyl-2-[(2-pyridylmethyl)amino]-1,1-diphenylpentan-1-ol

• 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: (S)-4-methyl-2-[(2-pyridylmethyl)amino]-1,1-diphenylpentan-1-ol
• 英文别名: (2S)-4-methyl-1,1-diphenyl-2-(pyridin-2-ylmethylamino)pentan-1-ol
• 化学式: C₂₄H₂₈N₂O
• 分子量: 360.499
• InChiKey: AVTPDRBQNUSFCB-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  L-leucyl chloride 在 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 、 苯 为溶剂， 生成 (S)-4-methyl-2-[(2-pyridylmethyl)amino]-1,1-diphenylpentan-1-ol
  参考文献：
  名称：

  The use of bifunctional catalyst systems in the asymmetric addition of alkynylzinc to aldehydes

  摘要：

  The bifunctional ligand 2a showed a more enhanced reactivity than that of the corresponding amino alcohol ligand in the asymmetric addition of alkynylzinc to benzaldehyde. The bifunctional ligand 2a can catalyze the addition of phenylacetylene to various types of aldehydes including aromatic aldehydes, aliphatic aldehydes, and alpha,beta-unsaturated aldehydes with high enantioselectivity (81-98% ee). The conditions of this catalytic process are both mild and simple. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.08.024

文献信息

• Synthesis of N-α-pyridylmethyl amino alcohols and application in catalytic asymmetric addition of diethylzinc to aromatic aldehydes
  作者：Yangjie Wu、Hongying Yun、Yusheng Wu、Kuiling Ding、Ying Zhou

  DOI：10.1016/s0957-4166(00)00336-0

  日期：2000.9

  A series of novel chiral ligands 2a-2f were conveniently prepared from beta -amino alcohols through a two-step reaction and applied to catalyze the enantioselective addition of diethylzinc to benzaldehyde. Among them, ligand 2c was found to show the best asymmetric induction and catalyze the reaction of various aromatic aldehydes to provide (R)-secondary alcohols in up to 98.3% ee. (C) 2000 Elsevier Science Ltd. All rights reserved.