(2R)-4-phenyl-N-((S)-1-phenylethyl)butan-2-amine | 88976-54-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2R)-4-phenyl-N-((S)-1-phenylethyl)butan-2-amine
• 英文别名: (R)-4-phenyl-N-((S)-1-phenylethyl)butan-2-amine；(S)-4-phenyl-N-((R)-1-phenylethyl)butan-2-amine；(2R)-4-phenyl-N-[(1S)-1-phenylethyl]butan-2-amine
• CAS: 88976-54-9
• 化学式: C₁₈H₂₃N
• 分子量: 253.387
• InChiKey: CDMGGJGCCHLDGS-CVEARBPZSA-N

物化性质

• 沸点：
  363.6±21.0 °C(Predicted)
• 密度：
  0.978±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (S)-N-(1-(2-fluorophenyl)ethylidene)-1-phenylethanamine 在 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 24.0 ℃ 、1.0 MPa 条件下， 反应 12.0h， 以80%的产率得到
  参考文献：
  名称：

  Step-Efficient Access to Chiral Primary Amines

  摘要：

  Routes to enantioenriched amines are outlined that employ reductive amination and carbanion addition methods. The strategies require either one or two reaction steps from prochiral carbonyl compounds for the synthesis of the corresponding chiral primary amines.

  DOI：

  10.1055/s-0032-1317589

文献信息

• Copper-Catalyzed Stereospecific Transformations of Alkylboronic Esters
  作者：Ningxin Xu、Hao Liang、James P. Morken

  DOI：10.1021/jacs.2c04037

  日期：2022.7.6

  followed by coupling with alkynyl bromides, allyl halides, propargylic halides, β-haloenones, hydroxylamine esters, and acyl chlorides. Through this simple transformation, commercially available inexpensive compounds can be employed to convert primary and secondary alkylboronic esters to a wide array of synthetically useful compounds.

  报道了铜催化硼酸酯的立体定向交叉偶联。由频哪醇硼酸酯和叔丁基锂衍生的硼“盐”络合物经过立体定向金属转移反应生成氰化铜，然后与炔基溴、烯丙基卤、炔丙基卤、β-卤烯酮、羟胺酯和酰氯偶联。通过这种简单的转化，可以使用市售的廉价化合物将伯烷基硼酯和仲烷基硼酯转化为多种合成上有用的化合物。
• [EN] ARYLAMIDE DERIVATIVES USEFUL IN THE TREATMENT OF DISEASES ASSOCIATED WITH SERCA ACTIVITY<br/>[FR] PROCÉDÉS DE TRAITEMENT DE MALADIES ASSOCIÉES À LA MODULATION DE SERCA
  申请人：CELLADON CORP

  公开号：WO2010088450A3

  公开（公告）日：2010-12-23
• Ytterbium Acetate Promoted Asymmetric Reductive Amination:  Significantly Enhanced Stereoselectivity
  作者：Thomas C. Nugent、Mohamed El-Shazly、Vijay N. Wakchaure

  DOI：10.1021/jo7021235

  日期：2008.2.1

  Reductive amination of prochiral unhindered 2-alkanones 1 with (R)- or (S)-alpha-MBA in the presence of Yb(OAc)(3) (50-110 mol %), Raney-Ni, and hydrogen (120 psi) results in increased diastereoselectivity for the amine products 2 (80-89% de) with good yield (80-87%). The increased de is based on comparison with the best previously reported de's when using (R)- or (S)-alpha-MBA, regardless of the strategy employed [stepwise (isolation of ketimines) or one-pot (reductive amination)], reducing agent examined, or achiral Lewis acid or Bronsted acid examined. An in situ cis- to trans-ketimine isomerization mechanism, promoted by Yb(OAC)(3), has been proposed to account for the observed increase in diastereoselectivity and suggests a new entry into the control of ketimine geometry.
• WO2007/104357
  申请人：——

  公开号：——

  公开（公告）日：——
• WO2007/104359
  申请人：——

  公开号：——

  公开（公告）日：——