N-[(4-bromophenyl)(toluene-4-sulfonyl)methyl]formamide | 655254-74-3

• 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: N-[(4-bromophenyl)(toluene-4-sulfonyl)methyl]formamide
• 英文别名: N-[(4-bromophenyl)-(4-methylphenyl)sulfonylmethyl]formamide
• CAS: 655254-74-3
• 化学式: C₁₅H₁₄BrNO₃S
• 分子量: 368.251
• InChiKey: BVCWSAQVSPBQLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[(4-bromophenyl)(toluene-4-sulfonyl)methyl]formamide 在 2,6-二甲基吡啶 、 oxone 、 potassium carbonate 、 三氯氧磷 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 66.0h， 生成 Tert-butyl 4-[4-(4-bromophenyl)-5-[2-(3,5-dimethylanilino)pyrimidin-4-yl]imidazol-1-yl]piperidine-1-carboxylate
  参考文献：
  名称：

  A Structure-based Design Approach for Generating High Affinity BRD4 D1-Selective Chemical Probes

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c01779
• 作为产物：
  描述：

  {(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide 、 对溴苯甲醛 、 生成 N-[(4-bromophenyl)(toluene-4-sulfonyl)methyl]formamide
  参考文献：
  名称：

  Condensed pyridines and pyrimidines with tie2 (tek) activity

  摘要：

  化合物的式子（I），其中A与其连接的碳原子一起形成一个融合的5元杂环芳基环，其中该杂环芳基环含有1或2个从O，N和S中选择的杂原子，并且含有G的5元环与在式子（I）中被标记为#的桥头碳上的A形成的环在间位连接：G从O，S和NR5中选择；Z从N和CR6中选择；Q1从可选取代的芳基和杂环基中选择，取代基R1到R6如文本中所定义，用于在温血动物如人中产生抗血管生成效应的制备。

  公开号：

  US20050256140A1

文献信息

• Catalytic Enantioselective Addition of Organometallic Reagents to <i>N</i>-Formylimines Using Monodentate Phosphoramidite Ligands
  作者：Maria Gabriella Pizzuti、Adriaan J. Minnaard、Ben L. Feringa

  DOI：10.1021/jo702140f

  日期：2008.2.1

  The asymmetric synthesis of protected amines via the copper/phosphoramidite-catalyzed addition of organozinc and organoaluminum reagents to N-acylimines, generated in situ from aromatic and aliphatic α-amidosulfones, is reported. High yields of optically active N-formyl-protected amines and enantioselectivities up to 99% were obtained. Under the reaction conditions, partial oxidation of the phosphoramidite

  据报道，通过芳族和脂肪族α-酰胺基砜原位生成的铜/次膦酸酯催化的有机锌和有机铝试剂向N-酰基嘧啶的加成反应，不对称合成了受保护的胺。获得了高产率的旋光性N-甲酰基保护的胺，对映选择性高达99％。在反应条件下，检测到亚磷酰胺配体被部分氧化为相应的磷酸酰胺。初步研究了其起源及其对催化加成反应的影响。
• [EN] CONDENSED PYRIDINES AND PYRIMIDINES WITH TIE2 (TEK) ACTIVITY<br/>[FR] PYRIDINES CONDENSEES ET PYRIMIDINES A ACTIVITE TIE2 (TEK)
  申请人：ASTRAZENECA AB

  公开号：WO2004013141A1

  公开（公告）日：2004-02-12

  A compound of the Formula (I), wherein A together with the carbon atoms to which it is attached forms a fused 5-membered heteroaryl ring, wherein said heteroaryl ring contains 1 or 2 heteroatoms selected from O, N and S, and wherein the 5-membered ring containing G is linked to the ring formed by A in the meta position to the bridgehead carbon marked # in Formula (I); G is selected from O, S and NR5; Z is selected from N and CR6; Q1 is selected from optionally substituted aryl and heteroaryl, and the substituents R1 to R6 are as defined in the text for use in the production of an anti-angiogenic effect in a warm blooded animal such as man.

  化合物的公式（I），其中A与其连接的碳原子一起形成一个融合的5-成员杂环芳烃环，其中所述的杂环芳烃环包含1个或2个从O、N和S中选择的杂原子，并且包含G的5-成员环与在公式（I）中标记为桥头碳#的A形成的环在间位连接；G从O、S和NR5中选择；Z从N和CR6中选择；Q1从可选择的取代芳基和杂环芳基中选择，取代基R1到R6如文本中所定义，用于在温血动物（如人）中产生抗血管生成作用。
• Development of Chiral Catalysts by Asymmetric Activation for Highly Enantioselective Diethylzinc Addition to Imines
  作者：Liu-Zhu Gong、Hai-Le Zhang、Hua Liu、Xin Cui、Ai-Qiao Mi、Yao-Zhong Jiang

  DOI：10.1055/s-2005-863709

  日期：——

  derived from chiral 1,2-diphenyl-ethanene-1,2-diamine, BINOL derivatives, and diethylzinc are evaluated in the asymmetric addition of diethylzinc to N-acylimines. In the presence of 10 mol% L3ZnAl, high enantioselectivities and yields were provided for a wide range of aromatic imines in 1,2-dichloroethane at -25 °C.

  基于不对称活化概念，在不对称加成中评估了由衍生自手性 1,2-二苯基-乙烷-1,2-二胺、BINOL 衍生物和二乙基锌的二亚胺组合形成的原位手性锌配合物库二乙基锌转化为 N-酰基亚胺。在 10 mol% L3ZnAl 存在下，在 -25 °C 下，1,2-二氯乙烷中的多种芳族亚胺均具有高对映选择性和产率。
• Condensed pyridines and pyrimidines with tie2 (tek) activity
  申请人：Luke Arthur Richard William

  公开号：US20050256140A1

  公开（公告）日：2005-11-17

  A compound of the Formula (I), wherein A together with the carbon atoms to which it is attached forms a fused 5-membered heteroaryl ring, wherein said heteroaryl ring contains 1 or 2 heteroatoms selected from O, N and S, and wherein the 5-membered ring containing G is linked to the ring formed by A in the meta position to the bridgehead carbon marked # in Formula (I): G is selected from O, S and NR 5 ; Z is selected from N and CR 6 ; Q 1 is selected from optionally substituted aryl and heteroaryl, and the substituents R 1 to R 6 are as defined in the text for use in the production of an anti-angiogenic effect in a warm blooded animal such as man.

  化合物的式子（I），其中A与其连接的碳原子一起形成一个融合的5元杂环芳基环，其中该杂环芳基环含有1或2个从O，N和S中选择的杂原子，并且含有G的5元环与在式子（I）中被标记为#的桥头碳上的A形成的环在间位连接：G从O，S和NR5中选择；Z从N和CR6中选择；Q1从可选取代的芳基和杂环基中选择，取代基R1到R6如文本中所定义，用于在温血动物如人中产生抗血管生成效应的制备。
• Discovery of chiral catalysts by asymmetric activation for highly enantioselective diethylzinc addition to imines: using racemic and achiral diimines as effective activators
  作者：Hua Liu、Hai-Le Zhang、Shuang-Jun Wang、Ai-Qiao Mi、Yao-Zhong Jiang、Liu-Zhu Gong

  DOI：10.1016/j.tetasy.2005.07.014

  日期：2005.9

  A library of chiral zinc complexes formed in Situ by the combination of achiral and racemic diimines with 3,3'-di(3,5-ditrifluoromethylphenyl)-BINOL and diethylzinc were evaluated in the asymmetric addition of diethylzine to N-acylimines. In the presence of 10 mol % of chiral ligand 4 and racemic diimine 5, high enantioselectivities of up to 97% ee and yields of up to 96% were achieved for a wide range of aromatic imines in dichloromethane at -30 degrees C. (c) 2005 Elsevier Ltd. All rights reserved.