cis-2,6-diphenyl-trans-3,N-dimethylpiperidin-4-one | 5554-58-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: cis-2,6-diphenyl-trans-3,N-dimethylpiperidin-4-one
• 英文别名: r-2, cis-6-diphenyl-trans-3-methyl-N-methyl-4-piperidone；(2S,3R,6R)-1,3-dimethyl-2,6-diphenylpiperidin-4-one
• CAS: 5554-58-5；60598-63-2；64912-39-6；64912-40-9；66609-57-2
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: DZCQBSKDIIAQHT-YJLNNSPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-2,6-diphenyl-trans-3,N-dimethylpiperidin-4-one 在 硫酸 、 铬酸 作用下， 以 溶剂黄146 为溶剂， 生成 3e-hydroxy-1,3a-dimethyl-2e,6e-diphenyl-4-piperidinone
  参考文献：
  名称：

  Selvaraj, K.; Sankaran, S.; Prema, B., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 462 - 464

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3t-Dimethyl-2r,6c-diphenyl-piperidin-4t-ol 生成 cis-2,6-diphenyl-trans-3,N-dimethylpiperidin-4-one
  参考文献：
  名称：

  NATARAJAN, K.;JAMBULINGAM, M.;SELVARAJ, K.;NANJAPPAN, P.;RAMALINGAM, K., INDIAN J. CHEM., 1984, 23, N 9, 901-903

  摘要：

  DOI：

文献信息

• Reactivities of variously substituted 4-heteracyclohexanones in the formation of oximes
  作者：Kuppusamy Selvaraj、Palaniappan Nanjappan、Kondareddiar Ramalingam、Krishnasamy Ramarajan

  DOI：10.1039/p29830000049

  日期：——

  The rates of oxime formation of 41 heterocyclic ketones have been measured at 5 °C in aqueous alcoholic solution buffered at pH 6.85. The data indicate an overall second-order reaction, first order each in ketone and hydroxylamine. In all cases investigated the reaction appears to be irreversible under the experimental conditions employed. Increased steric retardation is observed as steric crowding

  已在5°C的pH值为6.85的酒精水溶液中测定了41种杂环酮的肟形成速率。数据表明总体为二级反应，一级反应分别为酮和羟胺。在所研究的所有情况下，该反应在所采用的实验条件下似乎都是不可逆的。随着在羰基官能团周围的空间拥挤的增加，观察到增加的空间延迟，这表明发生了确定胺基对羰基基团的速率的攻击。4-哌啶酮，oxan-4-ones，thian-4-ones，相应的1,1-dioxides和selenan-4-ones肟的形成速率有显着差异。
• Kinetics of oxidation of epimeric piperidin-4-ols by vanadium(V)
  作者：Kuppusamy Selvaraj、Kondareddiar Ramalingam、Krishnasamy Ramarajan

  DOI：10.1039/p29830000955

  日期：——

  The kinetics of oxidation of six epimeric pairs of piperidin-4-ols by vanadium(V) in the presence of sulphuric and perchloric acids in aqueous acetic acid have been investigated. The corresponding deuteriated piperidin-4-ols have been prepared in most cases and their rates of oxidation by VV have been measured. The reaction is first order in both oxidant and substrate at constant acid concentration

  研究了在乙酸水溶液中硫酸和高氯酸存在下钒（V）氧化六对哌啶-4-醇的差向异构对哌啶-4-醇的动力学。在大多数情况下，已制备了相应的氘代哌啶-4-醇，并已测定了其被V V氧化的速率。在恒定的酸浓度下，该反应在氧化剂和底物中都是一级反应。关于[H 3 O +在高氯酸中，在恒定的离子强度下，]一致。主要的动力学同位素效应表明，含羟基碳的C–H或C–D键参与了氧化速率的确定步骤。已经提出了涉及自由基中间体的机理。然而，对于不具有同位素作用的c -2，c -6-二苯基-t -3，t -5，N-三甲基哌啶-r -4-ol提出了不同的速率测定步骤。已经基于构象差异讨论了哌啶-4-醇对氧化的反应性。激活参数也已确定。
• Reactivity of certain piperidin-4-ols towards oxidation with cerium(IV)
  作者：Chenniappan Vasantha Devi、Kuppusamy Selvaraj、Kondareddiar Ramalingam、Krishnasamy Ramarajan

  DOI：10.1039/p29830001333

  日期：——

  Kinetics of the oxidation of six pairs of epimeric piperidin-4-ols by cerium(IV) in the presence of sulphuric acid in an aqueous acetic acid medium at 60°C have been investigated. The corresponding α-deuteriated piperidin-4-ols have been prepared and their oxidation rates measured. The oxidation is first-order in both oxidant and substrate at constant acid concentration. Mechanisms involving free-radical

  在60°C的乙酸水溶液中，在硫酸存在下，铈（IV）氧化了六对对映体哌啶-4-醇的氧化动力学。已经制备了相应的α-氘代哌啶-4-醇，并测量了它们的氧化速率。在恒定的酸浓度下，氧化剂和底物的氧化都是一级反应。提出了涉及自由基中间体的机理。在t -2，t -6-diphenyl- c -3-isopropyl- N -methyl-piperdin- r -4-ol（4）的情况下观察到的动力学同位素效应（k H / k D= 6.26）表明速率确定步骤涉及甲醇碳的C–H（或C–D）键。为了限制t -2，t -6的氧化反应中没有动力学同位素效应（k H / k D = 1.00），提出了一种在速率限制步骤中涉及OH键参与的替代机制。-二苯基-c -3，c -5，N-三甲基哌啶-r -4-ol（5）和c -2，c -6-二苯基-t -3，t -5，N-三甲基哌啶-r-4-醇（14）。这两种机理可能同
• Synthesis of some novel annelated 1,2,3-selena/thiadiazoles and 2<i>h</i>-diazaphospholes
  作者：Venkatapuram Padmavathi、Dandu Bhaskar Reddy、Tippireddy Venkat Ramana Reddy、Kamireddy Audisesha Reddy

  DOI：10.1002/jhet.5570400120

  日期：2003.1

  A number of annelated heterocyclic indene derivatives having 1,2,3-selena/thiadiazole and 2H-1,2,3-diazaphosphole rings have been synthesized by exploiting the α-ketomethylene functionality in some novel 1-methyl-piperidin-4-ones and 1-oxo-tetrahydrothiopyran-4-ones and were characterized by their physical and spectral data.

  通过利用一些新颖的1-甲基哌啶-4-的α-酮亚甲基官能团，合成了许多具有1,2,3-硒代/噻二唑和2 H -1,2,3-二氮杂磷环的退火的杂环茚衍生物。和1-氧代-四氢噻喃-4-酮，并通过其物理和光谱数据表征。
• Synthesis, spectral and structural studies of alkyl 2-(3-alkyl-2,6-diarylpiperidin-4-ylidene)hydrazinecarboxylate derivatives: Crystal and molecular structure of methyl 2-(3-methyl-2,6-diphenylpiperidin-4-ylidene)hydrazinecarboxylate
  作者：C. Udhaya Kumar、A. Sethukumar、M. Velayutham Pillai、B. Arul Prakasam、C. Ramalingan、T. Vidhyasagar

  DOI：10.1016/j.molstruc.2016.02.003

  日期：2016.5

  6-diarylpiperidin-4-ylidene)hydrazinecarboxylates (7–14) is reported. All the synthesized compounds were characterized by their analytical and spectral (IR, 1H, 13C and 2D NMR) data. Single crystal X-ray structural analysis of compound 7, evidences that the configuration about C N double bond is syn to C5 carbon (E-form) and exists in normal chair conformation with equatorial orientations of all the substituents

  摘要 报道了一种合成 2-(3-烷基-2,6-二芳基哌啶-4-亚基)肼羧酸烷基酯 (7-14) 的有效合成路线，具有良好的总收率。所有合成的化合物均通过其分析和光谱（IR、1H、13C 和 2D NMR）数据进行表征。化合物 7 的单晶 X 射线结构分析表明，CN 双键的构型与 C5 碳（E 型）同构，并以所有取代基的赤道取向的正常椅子构象存在。