7-叔丁基-8-甲氧基喹啉 | 792924-09-5

• 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
• 中文名称: 7-叔丁基-8-甲氧基喹啉
• 中文别名: 酞嗪,5-(1-甲基乙基)-
• 英文名称: 7-tert-butyl-8-methoxyquinoline
• CAS: 792924-09-5
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: QENYWMXWCRECTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-叔丁基-8-甲氧基喹啉 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以15.6 g的产率得到7-tert-butyl-8-methoxyquinoline N-oxide
  参考文献：
  名称：

  用于肽合成的底物导向路易斯酸催化

  摘要：

  一种路易斯酸催化的底物定向形成肽键的方法已经被开发出来，这种强大的方法被用于在无溶剂条件下对羧基进行新的“远程”活化。该方法具有以下优点：1）高产肽合成对任何氨基酸均使用钽催化剂；2) 反应进行时没有任何外消旋化；3）采用钛催化剂的新型底物导向化学连接适用于会聚肽合成。这些优势克服了经典肽合成中一些未解决的问题。

  DOI：

  10.1021/jacs.9b03850
• 作为产物：
  描述：

  碘甲烷 、 7-tert-butylquinolin-8-ol 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以93%的产率得到7-叔丁基-8-甲氧基喹啉
  参考文献：
  名称：

  Catalytic, Highly Enantio- and Diastereoselective Pinacol Coupling Reaction with a New Tethered Bis(8-quinolinolato) Ligand

  摘要：

  A new class of chiral ligand, tethered bis(8-quinolinol) (TBOxH), is developed. Its chromium complex, TBOxCrCl (3 mol %), effectively catalyzes the pinacol coupling reaction of aromatic aldehydes at room temperature with high yield (up to 94%), high diastereoselectivity (up to dl:meso = 98:2), and high enantioselectivity (up to 98%). The scope of the present method turns out not to be limited to aromatic aldehyde derivatives, as cyclohexanecarboxaldehyde undergoes pinacolization as well (44% yield, dl:meso = 93:7, 84% ee). The method provides an efficient access to enantioenriched 1,2-diols.

  DOI：

  10.1021/ja045430u

文献信息

• Asymmetric Nozaki-Hiyama Propargylation of Aldehydes: Enhancement of Enantioselectivity by Cobalt Co-Catalysis
  作者：Dmitry L. Usanov、Hisashi Yamamoto

  DOI：10.1002/anie.201002751

  日期：2010.10.25

  It takes two to tango! A combination of partially reduced chiral H8‐TBOx chromium catalyst 1 and achiral cobalt porphine co‐catalyst 2 (Ar=p‐anisyl) led to an enhancement in enantioselectivity by suppression of the background process that presumably proceeds through an organomanganese species.

  一个巴掌拍不响！部分还原的手性H 8 -TBOx铬催化剂1和非手性钴卟啉助催化剂2（Ar = p-茴香基）的组合可通过抑制可能通过有机锰物质进行的背景过程而提高对映选择性。
• Spiropiperidine derivatives
  申请人：89BIO LTD

  公开号：US11046707B2

  公开（公告）日：2021-06-29

  Described herein are spiropiperidine compounds according to Formula I that have demonstrated activity as fatty acid synthase inhibitors. Also described herein are pharmaceutical compositions containing the described spiropiperidine compounds, and methods of treating diseases mediated by fatty acid synthase, by administering one or more of the compounds or pharmaceutical formulations described herein. Also described herein are methods of synthesizing the compounds described, including the described spiropiperidine compounds and synthetic intermediates that are useful in those syntheses.

  本文描述了根据式 I 的螺环哌啶化合物，这些化合物作为脂肪酸合成酶抑制剂已被证明具有活性。本文还描述了含有所述螺哌啶化合物的药物组合物，以及通过施用一种或多种本文所述化合物或药物制剂治疗由脂肪酸合成酶介导的疾病的方法。本文还描述了合成所述化合物的方法，包括所述螺哌啶化合物和在这些合成中有用的合成中间体。
• Design of a New Bimetallic Catalyst for Asymmetric Epoxidation and Sulfoxidation
  作者：Sukalyan Bhadra、Matsujiro Akakura、Hisashi Yamamoto

  DOI：10.1021/jacs.5b11429

  日期：2015.12.23

  A new chiral tethered 8-quinolinol-based ligand class is developed. The binuclear titanium complex of the ligand operates through a novel mechanism allowing for the regio- and stereoselective epoxidation of primary and tertiary homoallylic alcohols (up to 98% ee), as well as first examples of 2-allylic phenols (up to 92% ee). The new catalyst system also promotes the asymmetric oxidation of gamma-hydroxypropyl sulfides giving an important class of chiral sulfoxides that have been inaccessible to date (up to 95% ee).
• SPIROPIPERIDINE DERIVATIVES
  申请人：89BIO LTD

  公开号：US20200031840A1

  公开（公告）日：2020-01-30

  Described herein are spiropiperidine compounds according to Formula I that have demonstrated activity as fatty acid synthase inhibitors. Also described herein are pharmaceutical compositions containing the described spiropiperidine compounds, and methods of treating diseases mediated by fatty acid synthase, by administering one or more of the compounds or pharmaceutical formulations described herein. Also described herein are methods of synthesizing the compounds described, including the described spiropiperidine compounds and synthetic intermediates that are useful in those syntheses.
• Spiropiperidine Derivatives
  申请人：89BIO LTD

  公开号：US20210284651A1

  公开（公告）日：2021-09-16

  Described herein are spiropiperidine compounds according to Formula I that have demonstrated activity as fatty acid synthase inhibitors. Also described herein are pharmaceutical compositions containing the described spiropiperidine compounds, and methods of treating diseases mediated by fatty acid synthase, by administering one or more of the compounds or pharmaceutical formulations described herein. Also described herein are methods of synthesizing the compounds described, including the described spiropiperidine compounds and synthetic intermediates that are useful in those syntheses.