(1R,2S)-2-(dibenzylamino)-3-methyl-1-phenylbutan-1-ol | 111060-99-2

• 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: (1R,2S)-2-(dibenzylamino)-3-methyl-1-phenylbutan-1-ol
• CAS: 111060-99-2
• 化学式: C₂₅H₂₉NO
• 分子量: 359.511
• InChiKey: FOCSUXTYTYXWLA-LOSJGSFVSA-N

物化性质

• 沸点：
  494.5±33.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2S)-2-(dibenzylamino)-3-methyl-1-phenylbutan-1-ol 生成 (1R,2S)-2-amino-3-methyl-1-phenylbutan-1-ol
  参考文献：
  名称：

  REETZ, MANFRED T.;DREWES, MARK W.;SCHMITZ, ALFRED, ANGEW. CHEM., 99,(1987) N 11, 1186-1188

  摘要：

  DOI：
• 作为产物：
  描述：

  (S)-benzyl 2-(dibenzylamino)-3-methylbutanoate 在 lithium aluminium tetrahydride 、 草酰氯 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 3.75h， 生成 (1R,2S)-2-(dibenzylamino)-3-methyl-1-phenylbutan-1-ol
  参考文献：
  名称：

  Synthesis of 15N-labeled vicinal diamines through N-activated chiral aziridines: tools for the NMR study of platinum-based anticancer compounds

  摘要：

  A new method for the synthesis of N-15-labeled chiral beta-diamines from a common precursor, either optically pure amino acids or anti-beta-amino alcohols, is reported. The two diastereomeric series of vicinal diamines are produced through the nucleophilic ring opening of activated chiral aziridines. N-15 was introduced by means of [N-15]-benzylamine, prepared from (NH4Cl)-N-15. The final compounds are highly valuable because [H-1-N-15] NMR is considered a powerful tool for studying the chemical properties of platinum-based complexes. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.079

文献信息

• New β-amino thiols as efficient catalysts for highly enantioselective alkenylzinc addition to aldehydes
  作者：Shi-Liang Tseng、Teng-Kuei Yang

  DOI：10.1016/j.tetasy.2004.11.093

  日期：2005.2

  A series of new optically active beta-amino thiols and thiolacetates prepared from the simple natural amino acid, (S)-(-)-valine, were found to be effective catalysts for the enantioselective addition of alkenylzinc to alclehydes and thereby providing an efficient route for chiral (E)-allylic alcohols with ees of up to >99% in the presence of 7a (1 mol %). (C) 2005 Published by Elsevier Ltd.
• Reetz, Manfred T.; Drewes, Mark W.; Schmitz, Alfred, Angewandte Chemie, 1987, vol. 99, # 11, p. 1186 - 1188
  作者：Reetz, Manfred T.、Drewes, Mark W.、Schmitz, Alfred

  DOI：——

  日期：——
• REETZ, MANFRED T.;DREWES, MARK W.;SCHMITZ, ALFRED, ANGEW. CHEM., 99,(1987) N 11, 1186-1188
  作者：REETZ, MANFRED T.、DREWES, MARK W.、SCHMITZ, ALFRED

  DOI：——

  日期：——
• Synthesis of 15N-labeled vicinal diamines through N-activated chiral aziridines: tools for the NMR study of platinum-based anticancer compounds
  作者：Gilles Berger、Michel Gelbcke、Emilie Cauët、Michel Luhmer、Jean Nève、François Dufrasne

  DOI：10.1016/j.tetlet.2012.11.079

  日期：2013.2

  A new method for the synthesis of N-15-labeled chiral beta-diamines from a common precursor, either optically pure amino acids or anti-beta-amino alcohols, is reported. The two diastereomeric series of vicinal diamines are produced through the nucleophilic ring opening of activated chiral aziridines. N-15 was introduced by means of [N-15]-benzylamine, prepared from (NH4Cl)-N-15. The final compounds are highly valuable because [H-1-N-15] NMR is considered a powerful tool for studying the chemical properties of platinum-based complexes. (C) 2012 Elsevier Ltd. All rights reserved.