(R)-(-)-1-(4'-methoxyphenyl)-2-benzylaminopropane | 67346-60-5

• 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: (R)-(-)-1-(4'-methoxyphenyl)-2-benzylaminopropane
• 英文别名: (R)-N-benzyl-1-(4-methoxyphenyl)propan-2-amine；(R)-(-)-1-(4-Methoxyphenyl)-2-benzylaminopropane；(2R)-N-benzyl-1-(4-methoxyphenyl)propan-2-amine
• CAS: 67346-60-5
• 化学式: C₁₇H₂₁NO
• 分子量: 255.36
• InChiKey: CVGPWMGXKOKNFD-CQSZACIVSA-N

物化性质

• 沸点：
  377.8±22.0 °C(Predicted)
• 密度：
  1.024±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-(-)-1-(4'-methoxyphenyl)-2-benzylaminopropane 在 palladium 10% on activated carbon 、 氢气 作用下， 以 异丙醇 为溶剂， 反应 12.0h， 生成 福莫特罗
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF ARFORMOTEROL OR SALT THEREOF

  摘要：

  提供了一种改进的制备左旋侧流通气 L-(+)-酒石酸盐的方法，更具体地提供了一种通过左旋侧流通气 D-(−)-酒石酸盐制备左旋侧流通气 L-(+)-酒石酸盐的新方法。

  公开号：

  US20160083334A1
• 作为产物：
  描述：

  1-(4-甲氧苯基)-2-苄胺基丙烷 在 (S)-(+)-扁桃酸 作用下， 以 甲醇 为溶剂， 以35%的产率得到(R)-(-)-1-(4'-methoxyphenyl)-2-benzylaminopropane
  参考文献：
  名称：

  Comparative Molecular Field Analysis of the Binding of the Stereoisomers of Fenoterol and Fenoterol Derivatives to the β₂ Adrenergic Receptor

  摘要：

  Stereoisomers of fenoterol and six fenoterol derivatives have been synthesized and their binding affinities for the beta(2) adrenergic receptor (K-i beta(2)-AR), the subtype selectivity relative to the beta(1)-AR (K-i beta(1)-AR/K-i beta(2)-AR) and their functional activities were determined. Of the 26 compounds synthesized in the study, submicromolar binding affinities were observed for (R,R)-fenoterol, the (R,R)-isomer of the p-methoxy, and (R,R)- and (R,S)-isomers of 1-naphthyl derivatives and all of these compounds were active at submicromolar concentrations in cardiomyocyte contractility tests. The K-i beta(1)-AR/K-i beta(2)-AR ratios were > 40 for (R,R)-fenoterol and the (R,R)-p-methoxy and (R,S)-1-naphthyl derivatives and 14 for the (R,R)-1-napthyl derivative. The binding data was analyzed using comparative molecular field analysis (CoMFA), and the resulting model indicated that the fenoterol derivatives interacted with two separate binding sites and one steric restricted site on the pseudo-receptor and that the chirality of the second stereogenic center affected K-i beta(2) and subtype selectivity.

  DOI：

  10.1021/jm070030d

文献信息

• METHOD FOR PRODUCING NOVEL ORGANOMETALLIC COMPLEX AND AMINE COMPOUND
  申请人：KANTO KAGAKU KABUSHIKI KAISHA

  公开号：US20160060282A1

  公开（公告）日：2016-03-03

  The purpose of the invention is to provide a novel organometallic compound that can be utilized as a catalyst having high generality, high activity, and excellent functional group selectivity. The invention pertains to a novel organometallic compound represented by general formula (1) that catalyzes a reductive amination reaction.

  该发明的目的是提供一种新型有机金属化合物，可用作具有高普适性、高活性和优异官能团选择性的催化剂。该发明涉及一种由一般式（1）表示的新型有机金属化合物，其催化还原胺化反应。
• Direct Asymmetric Reductive Amination for the Synthesis of Chiral β-Arylamines
  作者：Haizhou Huang、Xiaoyan Liu、Le Zhou、Mingxin Chang、Xumu Zhang

  DOI：10.1002/anie.201601025

  日期：2016.4.18

  The highly efficient and direct asymmetric reductive amination of arylacetones catalyzed by an iridium complex for the preparation of enantiomerically pure β‐arylamines is described. The monodentate phosphoramidite ligand exhibits superb reactivity (TONs of up to 20 000) and enantioselectivity (up to 99 % ee). Additives played important roles in this reductive coupling reaction.

  描述了一种铱络合物催化制备对映体纯的β-芳基胺的高效，直接不对称还原芳酰胺的胺化反应。单齿亚磷酰胺配体表现出极好的反应性（TONs高达20 000）和对映选择性（高达99％ee）。添加剂在该还原偶联反应中起重要作用。
• イリジウム錯体
  申请人：日本曹達株式会社

  公开号：JP2017014195A

  公开（公告）日：2017-01-19

  【課題】本発明の目的は、工業的な触媒反応に適用し得るイリジウム錯体を提供することである。【解決手段】 下記式〔Ｉ〕で表されるイリジウム錯体。【化１】 当該イリジウム錯体の存在下に、水素供与性化合物と、イミン類を反応させて、アミン類を製造することができる。【選択図】なし

  本发明的目的是提供可应用于工业催化反应的铱配合物。解决方案是提供下述式[I]所示的铱配合物。在该铱配合物存在的情况下，可以将氢供体化合物和亚胺类化合物反应，制备胺类化合物。【选择图】无
• Direct Reductive Amination of Carbonyl Compounds with H ₂ Using Heterogeneous Catalysts in Continuous Flow as an Alternative to N‐Alkylation with Alkyl Halides
  作者：Benjamin Laroche、Haruro Ishitani、Shū Kobayashi

  DOI：10.1002/adsc.201801457

  日期：2018.12.21

  continuous‐flow procedure for direct reductive amination of secondary and primary amines with aromatic and aliphatic aldehydes as well as ketones is reported. The use of hydrogen gas and commercially available Pt/C as a heterogeneous catalyst is a key. In addition to exhibiting an excellent functional group tolerance, this method allows the fast formation of C−N bonds without production of any hazardous

  据报道，一般的连续流方法可直接将仲胺和伯胺与芳香族和脂肪族醛以及酮进行直接还原胺化。关键是要使用氢气和可商购的Pt / C作为非均相催化剂。除了具有出色的官能团耐受性外，该方法还可以快速形成C-N键，而不会产生任何危险的化学废料。还描述了在合成关键中间体以生产活性药物成分方面的应用（Donepezil和Arformoterol / Tamsulosin）。
• PURIFICATION PROCESS FOR PREPARING HIGHLY PURE ARFORMOTEROL TARTRATE SUBSTANTIALLY FREE OF DESFORMYL IMPURITY
  申请人：Jagtap Anant Kishanrao

  公开号：US20120053246A1

  公开（公告）日：2012-03-01

  Provided herein is a highly pure arformoterol tartrate or an amorphous form thereof substantially free of desformyl impurity, 2-hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]aniline, process for the preparation thereof, and pharmaceutical compositions comprising the highly pure arformoterol tartrate substantially free of the desformyl impurity.

  本文提供了一种高纯度的酒石酸阿福莫特罗尔或其无定形形式，基本上不含去甲酰杂质2-羟基-5-[(1R)-1-羟基-2-[[(1R)-2-(4-甲氧基苯基)-1-甲基乙基]氨基]乙基]苯胺，以及其制备方法和包含高纯度酒石酸阿福莫特罗尔、基本上不含去甲酰杂质的药物组合物。