2,4,6-triisopropylaniline | 21524-36-7

• 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: 2,4,6-triisopropylaniline
• 英文别名: 2,4,6-Tri(propan-2-yl)aniline
• CAS: 21524-36-7
• 化学式: C₁₅H₂₅N
• 分子量: 219.37
• InChiKey: FQFPALKHIHTSNY-UHFFFAOYSA-N

物化性质

• 沸点：
  158-160 °C(Press: 18 Torr)
• 密度：
  0.9107 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4,6-triisopropylaniline 在 甲酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.25h， 生成
  参考文献：
  名称：

  N-Triisopropylphenyl-substituted N,Npy,O pincers as supports for mononuclear palladium(II) complexes and hydrogen-bonded dimeric assemblies

  摘要：

  Treatment of the sterically bulky 2-(3-biphenyl-2-ol)-6-iminepyridine, 2-(3-C12H8-2-OH)-6-(CH=N(2,4,6-i-Pr3C6H2))C5H3N (HL1(tripp)), with Pd(OAc)(2) or (MeCN)(2)PdCl2 results in deprotonation of HL1(tripp) to afford the discrete square planar O,N-py,N-pincer complexes, [(L1(tripp))Pd(OAc)] (1) and [(L1(tripp))PdCl] (2) respectively, in good yield; conversion of 1 directly to 2 using aqueous sodium chloride or to [(L1(tripp))Pdl] (3) using aqueous sodium iodide has been demonstrated. Selective reduction of the imino unit in HL1(tripp) with LiAlH4 proceeds smoothly to yield the 2-(3-biphenyl-2-ol)-6-methylaminepyridine, 2-(3-C12H8-2-OH)-6-(CH2-NH(2,4,6-i-Pr3C6H2))C5H3N (HL2(tripp)), which on reaction with Pd(OAc)(2) at low temperature gives [L2(tripp))Pd(OAc)] (4) as the sole product. Complex 4 exists as a dimeric species in the solid state in which two square planar monomers are linked together by two intermolecular NHamine ... O-acetate interactions resulting in a Pd ... Pd separation of 6.255 angstrom. The corresponding chloride complex, [(L2(tripp))PdCl] (5), formed by reaction of 4 with aqueous sodium chloride, also exists as a dimeric assembly in the solid state but in this case the presence of two intermolecular NHamine ... O-phenolate interactions has the effect of compressing the palladium-palladium separation to 3.2580(11) angstrom. Single crystal X-ray diffraction studies have been performed on 1, 2 center dot CH2Cl2, 2.C6H6, 3, 4 and 5. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.04.049
• 作为产物：
  描述：

  三異丙苯 在 N-BOC-O-甲苯磺酰羟胺 作用下， 反应 36.0h， 以55%的产率得到2,4,6-triisopropylaniline
  参考文献：
  名称：

  无金属直接芳烃 C−H 胺化

  摘要：

  通过形成 CN 键合成芳胺是制备功能材料、活性药物成分和生物活性产品的重要工具。通常，这种化学连接只能通过过渡金属催化的反应、光化学或电化学来实现。在这里，我们报告了在良性条件下使用羟胺衍生物进行的无金属芳烃 C-H 胺化。即使在存在各种官能团的情况下，胺化试剂 TsONHR 和芳烃底物之间的电荷转移相互作用也能实现芳烃的化学选择性胺化。氧气对于有效转化至关重要，其对电子转移步骤的加速作用已通过实验证明。此外，

  DOI：

  10.1002/adsc.202100236

文献信息

• Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions
  作者：Stefan Haubenreisser、Thorsten H. Wöste、Claudio Martínez、Kazuaki Ishihara、Kilian Muñiz

  DOI：10.1002/anie.201507180

  日期：2016.1.4

  Molecular structures of the most prominent chiral non‐racemic hypervalent iodine(III) reagents to date have been elucidated for the first time. The formation of a chirally induced supramolecular scaffold based on a selective hydrogen‐bonding arrangement provides an explanation for the consistently high asymmetric induction with these reagents. As an exploratory example, their scope as chiral catalysts

  迄今为止，最著名的手性非外消旋高价碘 (III) 试剂的分子结构首次得到阐明。基于选择性氢键排列的手性诱导超分子支架的形成为这些试剂持续高不对称诱导提供了解释。作为一个探索性的例子，它们作为手性催化剂的范围扩展到了烯烃的对映选择性双氧化。一系列末端苯乙烯在温和条件下转化为相应的邻位双乙酰氧基化产物，并为碘（I/III）催化下真正的分子间不对称烯烃氧化提供了原理证明。
• Inhibitors of Acyl-CoA:Cholesterol <i>O</i>-Acyltransferase. 17. Structure−Activity Relationships of Several Series of Compounds Derived from <i>N</i>-Chlorosulfonyl Isocyanate
  作者：Joseph A. Picard、Patrick M. O'Brien、Drago R. Sliskovic、Maureen K. Anderson、Richard F. Bousley、Katherine L. Hamelehle、Brian R. Krause、Richard L. Stanfield

  DOI：10.1021/jm9509455

  日期：1996.3.15

  Several series of acyl-CoA:cholesterol O-acyltransferase inhibitors were prepared by the stepwise addition of nitrogen, oxygen, and sulfur nucleophiles to N-chlorosulfonyl isocyanate. The (aminosulfonyl)ureas 3-44 were the most potent inhibitors in vitro, with several compounds having IC50 values < 1 microM. Although the other series of compounds were not as potent in vitro, many compounds did display

  通过将氮，氧和硫亲核试剂逐步添加到N-氯磺酰基异氰酸酯中，可以制备几种系列的酰基CoA：胆固醇O-酰基转移酶抑制剂。（氨基磺酰基）脲3-44是体外最有效的抑制剂，几种化合物的IC50值<1 microM。尽管其他系列的化合物在体外效果不佳，但许多化合物在以胆固醇喂养的大鼠中确实显示出良好的体内活性。几种氧磺酰基氨基甲酸酯（包括CI-999、115）在慢性体内筛选中显示出出色的降脂活性，表明在预先建立的高胆固醇血症状态下胆固醇显着降低。
• Synthesis of mono-, di-, and triaminobismuthanes and observation of C–C coupling of aromatic systems with bismuth(<scp>iii</scp>) chloride
  作者：Christian Hering-Junghans、Axel Schulz、Max Thomas、Alexander Villinger

  DOI：10.1039/c6dt00229c

  日期：——

  reaction of lithium N-trimethylsilyl-amides of the type RN(SiMe3)Li with bismuth(III) chloride yielded mono-, di- or triaminobismuthanes depending on the sterical demand of the anilide ligand R and the used stoichiometry. For the bulky Mes* substituent the reaction with BiCl3 resulted in the formation of a C–C coupling product as the main product besides a small amount of the expected Mes*N(SiMe3)BiCl2

  的锂反应Ñ类型RN的三甲基甲硅烷-酰胺（森达3）栗用铋（III），氯化取决于苯胺配体R和所使用的化学计量的空间位需求产生了单- ，二-或triaminobismuthanes。对于庞大的Mes *取代基，与BiCl 3的反应除了少量的预期Mes * N（SiMe 3）BiCl 2以外，还形成了C-C偶联产物作为主要产物。
• Polycyclic Phosphiranes: Synthesis of C-Substituted BABAR-Phos Compounds
  作者：Florian B. Läng、Hansjörg Grützmacher

  DOI：10.2533/000942903777679451

  日期：——

  BABAR-Phos is a very stable polycyclic phosphirane which is easily synthesized in few steps from dibenzosuberenone. BABAR-Phos is remarkably stable and is not oxygenated with O2 nor does it react with sulfur in boiling toluene. BABAR-Phos can be used as a ligand in homogenous catalysis. Substituents at the carbon of the PC2 heterocycle can be introduced and asymmetric BABAR-Phos were prepared. The coordination chemistry of rhodium complexes containing these as ligands was investigated.

  BABAR-Phos是一种非常稳定的多环膦烷，可以从二苯并苯酮经过几个步骤轻松合成。BABAR-Phos非常稳定，不会被氧气氧化，也不会在沸腾的甲苯中与硫发生反应。BABAR-Phos可以作为均相催化中的配体使用。可以引入PC2杂环的碳上的取代基，并制备不对称的BABAR-Phos。研究了含有这些配体的铑配合物的配位化学。
• Novel cyclic diamine compounds and medicine containing the same
  申请人：Kowa Company, Ltd.

  公开号：US20040038987A1

  公开（公告）日：2004-02-26

  The present invention offers novel cyclic diamine compounds and a pharmaceutical composition containing the same. The present invention relates to a compound represented by the formula (I) or salt(s) or solvate(s) thereof. 1 (In the formula, 2 is an optionally substituted divalent residue of benzene, pyridine, cyclohexane or naphthalene or is a vinylene group where Ar is an optionally substituted aryl group; X is —NH—, oxygen atom or sulfur atom; Y is —NR 1 —, oxygen atom, sulfur atom, sulfoxide or sulfone; Z is a single bond or —NR 2 —; R 1 is hydrogen atom, optionally substituted lower alkyl group, optionally substituted aryl group or optionally substituted silyl lower alkyl group; R 2 is hydrogen atom, optionally substituted lower alkyl group, optionally substituted aryl group or optionally substituted silyl lower alkyl group; l is an integer of from 0 to 15; m is an integer of 2 or 3; and n is an integer of from 0 to 3). The compound of the present invention is useful as a pharmaceutical composition, particuarly as an inhibitor of acyl coenzyme A cholesterol acyltransferase (ACAT).

  本发明提供了新颖的环状二胺化合物以及含有该化合物的药物组合物。本发明涉及由式(I)表示的化合物或其盐或溶剂化合物。(在该式中，2是苯、吡啶、环己烷或萘的可选择取代的二价残基，或者是Ar为可选择取代芳基的乙烯基；X为—NH—、氧原子或硫原子；Y为—NR1—、氧原子、硫原子、亚砜或砜；Z为单键或—NR2—；R1为氢原子、可选择取代的较低烷基、可选择取代的芳基或可选择取代的硅烷较低烷基；R2为氢原子、可选择取代的较低烷基、可选择取代的芳基或可选择取代的硅烷较低烷基；l为0到15的整数；m为2或3的整数；n为0到3的整数)。本发明的化合物可用作药物组合物，特别是作为酰辅酶A胆固醇酰基转移酶(ACAT)的抑制剂。

表征谱图