(R)-N-[(E)-(4-cyanophenyl)methylene]-2-methyl-2-propanesulfinamide | 475106-59-3

• 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)-N-[(E)-(4-cyanophenyl)methylene]-2-methyl-2-propanesulfinamide
• 英文别名: (NE,R)-N-[(4-cyanophenyl)methylidene]-2-methylpropane-2-sulfinamide
• CAS: 475106-59-3
• 化学式: C₁₂H₁₄N₂OS
• 分子量: 234.322
• InChiKey: OJTOIYQCINWNKT-SCZPIIQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-N-[(E)-(4-cyanophenyl)methylene]-2-methyl-2-propanesulfinamide 在 盐酸 、 lithium hydroxide monohydrate 、 三乙胺 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 反应 44.0h， 生成 4-[(1S)-1-(4-{[(1R,5S,6S)-6-(5,5-dimethyl-4,5-dihydro-1,2-oxazol-3-yl)-3-azabicyclo[3.1.0]hex-3-yl]carbonyl}-1H-imidazol-1-yl)ethyl]benzonitrile
  参考文献：
  名称：

  [EN] 3-AZABICYCLO(3.1.0)HEXANE DERIVATIVES HAVING KDM5 INHIBITORY ACTIVITY AND USE THEREOF
  [FR] DÉRIVÉS DE 3-AZABICYCLO(3.1.0)HEXANE PRÉSENTANT UNE ACTIVITÉ INHIBITRICE DE KDM5 ET LEUR UTILISATION

  摘要：

  本发明提供了KDM5抑制剂。本文所披露的化合物由一般式(I)表示：其中所有符号的含义与规范中描述的定义相同；或其盐可用作癌症、亨廷顿病、阿尔茨海默病等的预防和/或治疗剂。

  公开号：

  WO2021223699A1
• 作为产物：
  描述：

  4-氰基苯甲醛 、 (R)-(+)-叔丁基亚磺酰胺 在 titanium(IV) tetraethanolate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以93.345%的产率得到(R)-N-[(E)-(4-cyanophenyl)methylene]-2-methyl-2-propanesulfinamide
  参考文献：
  名称：

  [EN] 3-AZABICYCLO(3.1.0)HEXANE DERIVATIVES HAVING KDM5 INHIBITORY ACTIVITY AND USE THEREOF
  [FR] DÉRIVÉS DE 3-AZABICYCLO(3.1.0)HEXANE PRÉSENTANT UNE ACTIVITÉ INHIBITRICE DE KDM5 ET LEUR UTILISATION

  摘要：

  本发明提供了KDM5抑制剂。本文所披露的化合物由一般式(I)表示：其中所有符号的含义与规范中描述的定义相同；或其盐可用作癌症、亨廷顿病、阿尔茨海默病等的预防和/或治疗剂。

  公开号：

  WO2021223699A1

文献信息

• 3-Component palladium–indium mediated diastereoselective cascade allylation of imines with allenes and aryl iodidesElectronic supplementary information (ESI) available: experimental details. See http://www.rsc.org/suppdata/cc/b2/b202940e/
  作者：Ian R. Cooper、Ronald Grigg、William S. MacLachlan、Mark Thornton-Pett、Visuvanathar Sridharan

  DOI：10.1039/b202940e

  日期：2002.6.19

  A new palladium–indium diastereoselective cascade allylation of imines using allenes and aryl iodides is described; N-tosyl and N-aryl homoallyl amines were obtained in moderate to good yields and excellent diastereoselectivity was observed when enantiomerically pure N-tert-butanesulfinyl imines were employed in the cascade.

  该研究描述了一种利用烯和芳基碘化物对亚胺进行非对映选择性级联烯丙基化的新钯铟方法；在级联反应中使用对映体纯的 N-叔丁烷亚磺酰亚胺时，可获得 N-对甲基苯磺酰亚胺和 N-芳基均烯丙基胺，产率为中等到良好，并观察到极好的非对映选择性。
• Amide compounds and use thereof
  申请人：ALPHALA CO., LTD.

  公开号：US10882837B2

  公开（公告）日：2021-01-05

  Disclosed are compounds of formula (I) below and pharmaceutically acceptable salts thereof, in which each of variables R1, R2, L, and Z is defined herein. Also disclosed are methods for reducing the glycemic level and treating glucagon-associated disorders with a compound of formula (I) or a salt thereof and a pharmaceutical composition containing same.

  公开了下式(I)化合物及其药学上可接受的盐，其中变量R1、R2、L和Z中的每一个在本文中定义。还公开了用式（I）化合物或其盐和含有该化合物的药物组合物降低血糖水平和治疗胰高血糖素相关疾病的方法。
• Stereocontrolled Synthesis of Methyl Silanediol Peptide Mimics
  作者：Lone Nielsen、Karl B. Lindsay、Jesper Faber、Niels Christian Nielsen、Troels Skrydstrup

  DOI：10.1021/jo701907d

  日期：2007.12.1

  The treatment of chiral sulfinimines with (methyldiphenylsilyl)lithium gives alpha-(methyldiphenylsilyl)sulfinamides with excellent diastereoselectivity, and in good yield. The presence of alpha-protons on the imines is also well tolerated. The sulfinamide auxiliary is easily removed via treatment with methanolic HCl and the resulting amine extended into peptide chains accordingly. The diphenylsilyl moiety is a resilient protecting group for the corresponding silanediol, which can be unmasked via treatment with TfOH, followed by aqueous hydrolysis. The crude silanediol may be isolated and purified as its corresponding bis-TMS siloxane via protection with TMSCI, and converted back to the desired silanediol via hydrolysis with aqueous KOH. Efforts to apply this approach to biologically relevant silanediol peptide mimics, with a view to protease inhibition, are described.
• Efficient Trapping of Oxonium Ylides with Imines: A Highly Diastereoselective Three-Component Reaction for the Synthesis of β-Amino-α-hydroxyesters with Quaternary Stereocenters
  作者：Haoxi Huang、Xin Guo、Wenhao Hu

  DOI：10.1002/anie.200604389

  日期：2007.2.12
• Novel Peptoid Building Blocks: Synthesis of Functionalized Aromatic Helix-Inducing Submonomers
  作者：Jiwon Seo、Annelise E. Barron、Ronald N. Zuckermann

  DOI：10.1021/ol902660p

  日期：2010.2.5

  Peptoids, oligo-N-substituted glycines, can fold into well-defined helical secondary structures. The design and synthesis of new peptoid building blocks that are capable of both (a) inducing a helical secondary structure and (b) decorating the helices with chemical functionalities are reported. Peptoid heptamers containing carboxamide, carboxylic acid or thiol functionalities were synthesized, and the resulting peptoids were shown to form stable helices. A thiol-containing peptoid readily formed the homodisulfide. providing a convenient route to prepare peptoid helix homodimers.