(S)-3-氨基-3-(1-萘基)-丙酸 | 275826-46-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (S)-3-氨基-3-(1-萘基)-丙酸
• 中文别名: L-3-氨基-3-(1-萘基)丙酸；(S)-3-氨基-3-(1-萘)-丙酸
• 英文名称: (S)-3-amino-3-(1-naphthyl)propionic acid
• 英文别名: (S)-3-amino-3-(1-naphthyl)propanoic acid；(3S)-3-azaniumyl-3-naphthalen-1-ylpropanoate
• CAS: 275826-46-5
• 化学式: C₁₃H₁₃NO₂
• 分子量: 215.252
• InChiKey: BIOQBKBTOAMMDG-LBPRGKRZSA-N

物化性质

• 熔点：
  227-229 °C
• 沸点：
  412.3±33.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为产物：
  描述：

  3-氨基-3-萘-1-丙酸 在 盐酸 、 Lipase Amano PS 作用下， 以 phosphate buffer 为溶剂， 生成 (S)-3-氨基-3-(1-萘基)-丙酸
  参考文献：
  名称：

  通过酶促拆分制备对映体富集的芳香族β-氨基酸

  摘要：

  通过乙酯衍生物的酶促拆分，已经制备了一系列具有高ee的对映异构体富集的芳族β-氨基酸。

  DOI：

  10.1016/s0040-4039(00)00222-7

文献信息

• Ruthenium-Catalyzed Asymmetric Epoxidation of Olefins Using H2O2, Part I: Synthesis of New ChiralN,N,N-Tridentate Pybox and Pyboxazine Ligands and Their Ruthenium Complexes
  作者：Man Kin Tse、Santosh Bhor、Markus Klawonn、Gopinathan Anilkumar、Haijun Jiao、Christian Döbler、Anke Spannenberg、Wolfgang Mägerlein、Herbert Hugl、Matthias Beller

  DOI：10.1002/chem.200501261

  日期：2006.2.20

  The synthesis of chiral tridentate N,N,N-pyridine-2,6-bisoxazolines 3 (pybox ligands) and N,N,N-pyridine-2,6-bisoxazines 4 (pyboxazine ligands) is described in detail. These novel ligands constitute a useful toolbox for the application in asymmetric catalysis. Compounds 3 and 4 are conveniently prepared by cyclization of enantiomerically pure alpha- or beta-amino alcohols with dimethyl pyridine-2,6-dicarboximidate

  详细描述了手性三齿N，N，N-吡啶-2，6-双恶唑啉3（pyboxbox配体）和N，N，N-吡啶-2，6-双恶嗪4（pyboxazine配体）的合成。这些新的配体构成了用于不对称催化的有用工具箱。化合物3和4可方便地通过对映体纯的α-或β-氨基醇与二甲基吡啶-2，6-二羧酸二亚氨基酯环化而制备。相应的钌配合物是有效的不对称环氧化催化剂，并以高收率制备并通过光谱学手段充分表征。这些钌络合物中的四个已通过X射线晶体学表征。哒嗪络合物[2,6-双-[（4S）-4-苯基-5,6-二氢-4H- [1,3]恶嗪基]吡啶]（吡啶-2,6的分子结构首次） -二羧酸四硼酸酯）钌（S）-2 aa，
• Racemic Drug Resolution Using Polymer Supported Chiral Selector
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEAECH

  公开号：US20160208088A1

  公开（公告）日：2016-07-21

  The present invention relates to a process for the separation of enantiomers or resolution of racemic mixtures using high surface area core-shell polymer beads. The present invention further relates to a core-shell functionalized polymer comprising a core which comprises copolymer made from monomers selected from non-aromatic acrylate, ethylene dimethacrylate and divinyl-benzene, a shell which comprises monomers selected from glycidyl ethers of methacrylate and a chiral selector selected from tartaric acid derivatives and amino acids.

  本发明涉及使用高表面积核壳聚合物珠子分离对映体或分离混合物的过程。本发明还涉及一种核壳功能化聚合物，包括一个核，该核由从非芳香族丙烯酸酯、乙二醇二甲基丙烯酸酯和二乙烯基苯中选择的单体共聚而成，一个壳，该壳由从甲基丙烯酸醋酸酯的环氧乙醚和酒石酸衍生物和氨基酸中选择的单体组成的手性选择剂。
• METHOD FOR SYNTHESIZING NOVEL CHIRAL LIGAND, METAL CHELATE, A VARIETY OF NON-NATURAL AMINO ACIDS, MARAVIROC AND KEY INTERMEDIATE THEREOF
  申请人：Shanghai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：EP3521274A1

  公开（公告）日：2019-08-07

  Disclosed is a method for synthesizing a novel chiral ligand, a metal chelate, a variety of non-natural amino acids, Maraviroc and a key intermediate thereof. In the invention, (R)-2-methyl proline is selected and used as a starting raw material, (S)-β3-amino acid is obtained by asymmetric resolution induced by using a nickel chelate, and Maraviroc is synthesized by using (S)-3-amino-3-phenylpropionic acid as a key intermediate with a high yield and the ee value reaching 98.2% or more. The method of the present invention has widely available materials, mild synthetic process conditions, is easy to control, and produces a product of a high optical purity.

  本发明公开了一种合成新型手性配体、金属螯合物、多种非天然氨基酸、马拉维若及其关键中间体的方法。本发明选择(R)-2-甲基脯氨酸作为起始原料，利用镍螯合物诱导不对称解析得到(S)-β3-氨基酸，以(S)-3-氨基-3-苯基丙酸为关键中间体合成马拉韦罗，收率高，ee值达到98.2%以上。本发明方法原料来源广泛，合成工艺条件温和，易于控制，生产的产品光学纯度高。
• Method for synthesizing novel chiral ligand, metal chelate, a variety of non-natural amino acids, maraviroc and key intermediate thereof
  申请人：SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES

  公开号：US10875883B2

  公开（公告）日：2020-12-29

  Disclosed is a method for synthesizing a novel chiral ligand, a metal chelate, a variety of non-natural amino acids, Maraviroc and a key intermediate thereof. In the invention, (R)-2-methyl proline is selected and used as a starting raw material, (S)-β3-amino acid is obtained by asymmetric resolution induced by using a nickel chelate, and Maraviroc is synthesized by using (S)-3-amino-3-phenylpropionic acid as a key intermediate with a high yield and the ee value reaching 98.2% or more. The method of the present invention has widely available materials, mild synthetic process conditions, is easy to control, and produces a product of a high optical purity.

  本发明公开了一种合成新型手性配体、金属螯合物、多种非天然氨基酸、马拉维若及其关键中间体的方法。本发明选择(R)-2-甲基脯氨酸作为起始原料，利用镍螯合物诱导不对称解析得到(S)-β3-氨基酸，以(S)-3-氨基-3-苯基丙酸为关键中间体合成马拉韦罗，收率高，ee值达到98.2%以上。本发明方法原料来源广泛，合成工艺条件温和，易于控制，生产的产品光学纯度高。
• US9809706B2
  申请人：——

  公开号：US9809706B2

  公开（公告）日：2017-11-07