(R)-4-methyl-1,2,3,4-tetrahydroquinoline | 1821828-59-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (R)-4-methyl-1,2,3,4-tetrahydroquinoline
• 英文别名: (4R)-1,2,3,4-Tetrahydro-4-methylquinoline；(4R)-4-methyl-1,2,3,4-tetrahydroquinoline
• CAS: 1821828-59-4
• 化学式: C₁₀H₁₃N
• 分子量: 147.22
• InChiKey: OXNZWCYNCDWCJA-MRVPVSSYSA-N

物化性质

• 沸点：
  232.6±10.0 °C(Predicted)
• 密度：
  0.966±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-甲基喹啉 在 二氢吡啶 、 (R)-N-(tert-butyl(2-hydroxynaphthalen-1-yl)phosphoryl)-2,4,6-triisopropylbenzenesulfonamide 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以30%的产率得到
  参考文献：
  名称：

  具有手性氢键相互作用的P-手性N-磷酰基磺酰胺布朗斯台德酸，可调节有机催化。

  摘要：

  设计并评估了OttoPhosa I（5c）代表的布朗斯台德酸在喹啉的不对称转移氢化中的作用。它们的催化性能由分子内的氢键调节，该氢键使它们的催化腔刚性化，加快了反应速率并提高了对映选择性。

  DOI：

  10.1039/c9ob01774g

文献信息

• [EN] ANTHELMINTIC HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ANTHELMINTHIQUES
  申请人：BOEHRINGER INGELHEIM ANIMAL HEALTH USA INC

  公开号：WO2021242581A1

  公开（公告）日：2021-12-02

  This invention provides for compounds of the formula (I): wherein the variables are defined herein, or salt thereof, compositions comprising these compounds, and method for the treatment, control or prevention of a parasitic infestation or infection in an animal in need thereof by administering an effective amount of these compounds to said animal.

  本发明提供了以下式（I）的化合物：其中变量如本文所定义，或其盐，包括这些化合物的组合物，以及通过向需要的动物施用这些化合物的有效量来治疗、控制或预防动物寄生虫感染的方法。
• Direct enantioselective access to 4-substituted tetrahydroquinolines by catalytic asymmetric transfer hydrogenation of quinolines
  作者：Magnus Rueping、Thomas Theissmann、Mirjam Stoeckel、Andrey P. Antonchick

  DOI：10.1039/c1ob05870c

  日期：——

  A convenient protocol for the enantioselective synthesis of 4-substituted tetrahydroquinolines has been developed. Chiral BINOL phosphoric acids promote the reduction of a wide range of 4-substituted quinolines with Hantzsch esters with good to high levels of enantioselectivity.

  我们开发出了一种方便的对映体选择性合成 4-取代的四氢喹啉的方法。手性 BINOL 磷酸促进了范围广泛的 4-取代喹啉与汉茨赫酯的还原，对映选择性良好甚至很高。
• DERMATITIS TREATING AGENT (AS AMENDED)
  申请人：Naotsuka Atsuko

  公开号：US20100130494A1

  公开（公告）日：2010-05-27

  The present invention is to provide a topical dermatitis treating agent which comprises a pyridine compound represented by the following formula [I]: wherein R 1 and R 2 each represent a lower alkoxy group, ═X— represents a group represented by the formula: or a group represented by the formula: ═N—, Ring A represents a saturated or unsaturated bicyclic nitrogen-containing heterocyclic group having 1 to 4 substituents selected from hydroxyl group, oxo group, a lower alkoxy group, a di-lower alkylaminophenyl group, a pyperidino-lower alkoxy group, a morpholino-lower alkoxy group, a cyclo-lower alkylamino-lower alkylamino group, pyridyl group and morpholino group, and represents a single bond or a double bond, or a pharmaceutically acceptable salt thereof as an active ingredient.

  本发明提供了一种局部治疗皮炎的药剂，其包含下式[I]所表示的吡啶化合物：其中R1和R2各代表低烷氧基，═X—代表由以下式表示的基团：或由以下式表示的基团：═N—，环A代表具有1至4个取代基（所选的是羟基、氧代基、低烷氧基、二低烷基氨基苯基、吡啶基低烷氧基、吗啉基低烷氧基、环状低烷基氨基-低烷基氨基基、吡啶基和吗啉基）的饱和或不饱和双环氮杂环基，且表示单键或双键，或其药学上可接受的盐作为活性成分。
• OPTICALLY ACTIVE CYCLIC ALCOHOL COMPOUND AND METHOD FOR PREPARING THE SAME
  申请人：OKAMOTO Masaki

  公开号：US20110196157A1

  公开（公告）日：2011-08-11

  The present invention relates to a method for preparing an optically active cyclic alcohol compound represented by general formula [I]: [wherein R represents a hydrogen atom or a protecting group for amino group, and * represents an asymmetric carbon atom.] which comprises a step of subjecting a cyclic ketone compound represented by general formula [II]: [wherein R has the same meaning as defined above.] to asymmetric reduction (A) in the presence of an optically active oxazaborolidine compound and a boron hydride compound, or (B) in the presence of an asymmetric transition metal complex obtained from a transition metal compound and an asymmetric ligand and a hydrogen donor, and relates to said compound.

  本发明涉及一种制备光学活性环状醇化合物的方法，该化合物由通式[I]表示：[其中R表示氢原子或氨基保护基，*表示不对称碳原子]，包括以下步骤：将通式[II]表示的环状酮化合物[其中R具有上述定义的相同含义]在光学活性氧杂硼酮化合物和硼氢化合物的存在下进行不对称还原（A），或在过渡金属化合物和不对称配体以及氢供体得到的不对称过渡金属配合物的存在下进行不对称还原（B），并涉及该化合物。
• METHOD FOR PRODUCING OPTICALLY ACTIVE NAPHTHALENE COMPOUND
  申请人：Matsuyama Koji

  公开号：US20150152082A1

  公开（公告）日：2015-06-04

  The present invention provides an industrially advantageous method for producing an optically active naphthalene compound useful as a therapeutic agent for dermatitis or the like. Specifically, the present invention provides a method for producing an optically active naphthalene compound [I], which comprises: a step of reacting a compound [a-1] and a compound [b-1] with each other in the presence of a base and a catalyst that is composed of a Pd compound and a tertiary phosphine ligand (step a); a step of asymmetrically hydrogenating a compound [c-1] in the presence of a hydrogen donor and a complex that is prepared from a ruthenium compound and a chiral ligand, or alternatively in the presence of an optically active oxazaborolidine compound (a CBS catalyst) and a boron hydride compound (step b); and a step of treating a compound [d-1] with a reducing agent (step c). (In the above formulae, R a and R b represent the same or different lower alkyl groups; and X 1 represents a halogen atom.)

  本发明提供了一种在工业上具有优势的方法，用于生产一种光学活性萘化合物，该化合物可用作治疗皮炎或类似疾病的治疗剂。具体而言，本发明提供了一种生产光学活性萘化合物[I]的方法，包括以下步骤：在碱和由Pd化合物和三级膦配体组成的催化剂存在下，将化合物[a-1]和化合物[b-1]彼此反应（步骤a）；在氢供体和由钌化合物和手性配体制备的配合物或者在光学活性氧杂硼烷化合物（CBS催化剂）和硼氢化合物存在下，对化合物[c-1]进行不对称氢化（步骤b）；以及用还原剂处理化合物[d-1]（步骤c）。 （在上述公式中，Ra和Rb表示相同或不同的低碳基团；X1表示卤素原子。）