H₂BDPP | 654667-04-6

• 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: H₂BDPP
• 英文别名: 2,6-bis(((S)-2-(diphenylhydroxymethyl)-1-pyrrolidinyl)methyl)pyridine；2,6-bis(((S)-2-diphenylhydroxymethyl-1-pyrolidinyl)methyl)pyridine；2,6-Bis[[(s)-2-(diphenylhydroxymethyl)-1-pyrrolidinyl]methyl]pyridine；[(2S)-1-[[6-[[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]methyl]pyridin-2-yl]methyl]pyrrolidin-2-yl]-diphenylmethanol
• CAS: 654667-04-6
• 化学式: C₄₁H₄₃N₃O₂
• 分子量: 609.811
• InChiKey: WXAOBMWVUVFGTF-YDAXCOIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  59.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  iron(II) chloride 、 H₂BDPP 在 sodium hydride 作用下， 以 乙腈 、 mineral oil 为溶剂， 反应 16.0h， 以55%的产率得到[Fe(BDPP)]*0.5CH2Cl2
  参考文献：
  名称：

  Characterization of a Paramagnetic Mononuclear Nonheme Iron-Superoxo Complex

  摘要：

  O-2 bubbling into a THF solution of Fe-II(BDPP) (1) at -80 degrees C generates a reversible bright yellow adduct 2. Characterization by resonance Raman and Mossbauer spectroscopy provides complementary insights into the nature of 2. The former shows a resonance-enhanced vibration at 1125 cm(-1), which can be assigned to the v(O-O) of a bound superoxide, while the latter reveals the presence of a high-spin iron(III) center that is exchange-coupled to the superoxo ligand, like the Fe-III-O-2(-) pair found for the O-2 adduct of 4-nitrocatechol-bound homoprotocatechuate 2,3-dioxygenase. Lastly, 2 oxidizes dihydroanthracene to anthracene, supporting the notion that Fe-III-O-2(-) species can carry out H atom abstraction from a C-H bond to initiate the 4-electron oxidation of substrates proposed for some nonheme iron enzymes.

  DOI：

  10.1021/ja504410s
• 作为产物：
  描述：

  (S)-(+)-alpha,alpha-二苯基脯氨醇 、 2,6-双(溴甲基)吡啶氢溴酸盐 在 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以80%的产率得到H₂BDPP
  参考文献：
  名称：

  Enantiospecific synthesis of pyridinylmethyl pyrrolidinemethanols and catalytic asymmetric borane reduction of prochiral ketones

  摘要：

  Three chiral pyridinylmethyl pyrrolidinemethanol derivatives have been synthesized from N-alkylation of (S)-alpha,alpha-diphenyl-2-pyrrolidinemethanol and N-carbonylation Of L-proline methyl ester. The catalytic asymmetric borane reduction of prochiral ketones was examined in the presence of chiral oxazaborolidine catalysts prepared in situ from chiral pyridinylmethyl pyrrolidinemethanol derivatives. The corresponding chiral secondary alcohols were obtained with good to excellent enantiomeric excesses (up to 98% ee) using (S)-2-(diphenylmethanol)-1-(2-pyridylmethyl)pyrrolidine I in THF at reflux and moderate to good enantiomeric excesses using C-2-symmetric compound 2 (up to 86% ee) in THE. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.037

文献信息

• NOVEL NI COMPLEX AND ITS DERIVATIVES, PRODUCING METHOD, AND THE USE THEREOF AS AN ANTIOXIDANT
  申请人：Lee Way-Zen

  公开号：US20130317224A1

  公开（公告）日：2013-11-28

  The present invention relates to a novel nickel complex and its derivatives, which mimic the active site of Ni-containing superoxide dismutase (NiSOD). The five-coordinate Ni(II) and Ni(III) complexes or their derivatives, and six-coordinate derivatives have the following structures of formula (I) and (II): The nickel complexes and their derivatives of the invention act as anti-oxidants or free radical scavengers. The invented nickel complexes can be used in the preparation of medicines, health foods or cosmetics for human, animals and plants, or can be used in environmental or soil protection.

  本发明涉及一种新型镍配合物及其衍生物，其模拟含镍超氧化物歧化酶（NiSOD）的活性位点。该发明的五配位镍（II）和镍（III）配合物或其衍生物，以及六配位衍生物具有以下的化学结构式（I）和（II）： 该发明的镍配合物及其衍生物作为抗氧化剂或自由基清除剂。所述发明的镍配合物可用于制备人类、动物和植物的药品、保健食品或化妆品，或可用于环境或土壤保护。
• A Structurally Characterized Nonheme Cobalt–Hydroperoxo Complex Derived from Its Superoxo Intermediate via Hydrogen Atom Abstraction
  作者：Chun-Chieh Wang、Hao-Ching Chang、Yei-Chen Lai、Huayi Fang、Chieh-Chin Li、Hung-Kai Hsu、Zong-Yan Li、Tien-Sung Lin、Ting-Shen Kuo、Frank Neese、Shengfa Ye、Yun-Wei Chiang、Ming-Li Tsai、Wen-Feng Liaw、Way-Zen Lee

  DOI：10.1021/jacs.6b08642

  日期：2016.11.2

  Bubbling O2 into a THF solution of CoII(BDPP) (1) at -90 °C generates an O2 adduct, Co(BDPP)(O2) (3). The resonance Raman and EPR investigations reveal that 3 contains a low spin cobalt(III) ion bound to a superoxo ligand. Significantly, at -90 °C, 3 can react with 2,2,6,6-tetramethyl-1-hydroxypiperidine (TEMPOH) to form a structurally characterized cobalt(III)-hydroperoxo complex, CoIII(BDPP)(OOH) (4)

  在 -90 °C 下将 O2 鼓泡到 CoII(BDPP) (1) 的 THF 溶液中会生成 O2 加合物 Co(BDPP)(O2) (3)。共振拉曼和 EPR 研究表明，3 包含与超氧配体结合的低自旋钴 (III) 离子。值得注意的是，在 -90 °C 下，3 可以与 2,2,6,6-四甲基-1-羟基哌啶 (TEMPOH) 反应形成结构特征化的钴 (III)-氢过氧化络合物 CoIII(BDPP)(OOH) (4 ) 和速度•。我们的研究结果表明，钴 (III)-超氧物种能够进行氢原子提取过程。这种逐步的 O2 激活过程有助于使钴催化的有氧氧化合理化，并阐明 Co-bleomycin 的可能作用机制。
• Mononuclear Manganese(III) Superoxo Complexes: Synthesis, Characterization, and Reactivity
  作者：Yen-Hao Lin、Hanna Hinrika Cramer、Maurice van Gastel、Yi-Hsuan Tsai、Chi-Yi Chu、Ting-Shen Kuo、I-Ren Lee、Shengfa Ye、Eckhard Bill、Way-Zen Lee

  DOI：10.1021/acs.inorgchem.9b00767

  日期：2019.8.5

  that both complexes contain a high-spin MnIII center (SMn = 2) antiferromagnetically coupled to a superoxo radical ligand (SOO• = 1/2), yielding an overall S = 3/2 ground state. Complexes 2 and 2′ were shown to be capable of abstracting a H atom from 2,2,6,6-tetramethyl-1-hydroxypiperidine (TEMPO-H) to form MnIII–hydroperoxo species, Mn(BDPP)(OOH) (5) and Mn(BDPBrP)(OOH) (5′). Complexes 5 and 5′ can

  金属-超氧物种通常被提议为涉及不同过渡金属辅因子的金属酶激活双氧的催化循环中的关键中间体。在这方面，尽管迄今已报道了一系列的Fe–，Co–和Ni–superoxo配合物，但定义明确的Mn–superoxo配合物仍然相当罕见。在这里，我们报告两种单核Mn III –超氧物种，Mn（BDPP）（O 2 •–）（2，H 2 BDPP = 2,6-bis（（2-（S）-二苯基羟甲基-1-吡咯烷基）甲基）吡啶）和Mn（BDP Br P）（O 2 •–）（2'，H 2 BDP Br P = 2,6-bis（（2-（S）-二（4-溴）苯基羟基-甲基-1-吡咯烷基（甲基）吡啶），是通过将O 2鼓入其Mn II前体Mn（BDPP）（1）和Mn（BDP Br P）（1 ''），在-80°C下。组合光谱（共振拉曼光谱和电子顺磁共振（EPR）光谱）和计算研究证明，两种配合物均包含高铁Mn III中心（S Mn =
• Mononuclear diastereopure non-heme Fe(II) complexes of pentadentate ligands with pyrrolidinyl moieties: Structural studies, and alkene and sulfide oxidation
  作者：Silvia Gosiewska、Martin Lutz、Anthony L. Spek、Robertus J.M. Klein Gebbink

  DOI：10.1016/j.ica.2006.08.009

  日期：2007.1
• CANCER TREATMENT METHOD USING Ni-SOD MIMIC COMPOUND
  申请人：NATIONAL CHIAO TUNG UNIVERSITY

  公开号：US20190350939A1

  公开（公告）日：2019-11-21

  A cancer treatment method using a Ni-SOD mimic compound is provided, which includes administrating the Ni-SOD compound to a cancer cell of a cancer. The structure of the Ni-SOD mimic compound is represented as follows: wherein R 1 represents H or A-R′; A represents a bond, O or N; L represents acetonitrile, water, or t-butyl isocyanate; R′ represents H, unsubstituted or substituted alkyl, polyalkoxy, polydimethylsiloxane, polyurethane or other polymer materials or amino acid groups; R 2 represents unsubstituted or substituted alkyl, alkoxy, siloxy, amino, alkylamine or hydrocarbyl groups; R 3 represents unsubstituted or substituted amino, alkylamine, oxyalkylamine groups or magnetic nanoparticles attached oxyalkylamine. Ni is bivalent or trivalent.