3,3,6,6-tetramethyl-2,5-dioxopiperazine | 4512-46-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3,3,6,6-tetramethyl-2,5-dioxopiperazine
• 英文别名: 3,3,6,6-tetramethylpiperazine-2,5-dione；3,3,6,6-Tetramethylpiperazin-2,5-dion；3,3,6,6-tetramethyl-piperazine-2,5-dione；3,3,6,6-Tetramethyl-piperazin-2,5-dion；2,2,5,5-tetramethyl-3,6-piperazinedione；3,3,6,6-Tetramethyl-2,5-dioxopiperazin
• CAS: 4512-46-3
• 化学式: C₈H₁₄N₂O₂
• 分子量: 170.211
• InChiKey: JCMJBJSKXVZKEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  3,3,6,6-tetramethyl-2,5-dioxopiperazine 在 sodium 、 正丁醇 作用下， 生成 2-(2,2,5,5-tetramethyl-piperazino)-ethanol
  参考文献：
  名称：

  2,2,5,5-Tetramethylpiperazine and Derivatives

  摘要：

  DOI：

  10.1021/ja01169a092
• 作为产物：
  描述：

  2-甲基丙氨酸 在 二乙二醇 作用下， 生成 3,3,6,6-tetramethyl-2,5-dioxopiperazine
  参考文献：
  名称：

  2,2,5,5-Tetramethylpiperazine and Derivatives

  摘要：

  DOI：

  10.1021/ja01169a092

文献信息

• 3-(Dimethylamino)-2,2-dimethyl-2<i>H</i>-azirin als Aib-Äquivalent: Synthese von Aib-Oligopeptiden
  作者：Daniel Obrecht、Heinz Heimgartner

  DOI：10.1002/hlca.19870700112

  日期：1987.2.4

  3-(Dimethylamino)-2,2-dimethyl-2H-azirine as an Aib Equivalent; Synthesis of Aib Oligopeptides

  3-（二甲氨基）-2,2-二甲基-2- ħ -azirine作为Aib取代等效; Aib寡肽的合成
• Synthesis of Peptides and Pyrazines from β-Amino Alcohols through Extrusion of H2 Catalyzed by Ruthenium Pincer Complexes: Ligand-Controlled Selectivity
  作者：Boopathy Gnanaprakasam、Ekambaram Balaraman、Yehoshoa Ben-David、David Milstein

  DOI：10.1002/anie.201105876

  日期：2011.12.16

  Your choice: The choice of the Ru‐pincer‐complex catalyst determines if peptides or pyrazines are formed from β‐amino alcohols. Use of PNN complex 1 leads to linear poly(alanine) or to cyclic dipeptides, depending on the R group (see scheme). With the PNP complex 2, pyrazines are formed. These reactions are homogeneously catalyzed under neutral conditions and are environmentally benign.

  您的选择：Ru-pincer-络合物催化剂的选择决定了肽或吡嗪是由β-氨基醇形成的。根据R基团的不同，使用PNN配合物1可以生成线性聚丙氨酸或环状二肽（请参见方案）。与PNP络合物2一起形成吡嗪。这些反应在中性条件下均相催化，对环境无害。
• Synthesis of Cyclopentapeptides with Three to Five Aib Units
  作者：Franziska S. Arnhold、Anthony Linden、Heinz Heimgartner

  DOI：10.1002/hlca.201400359

  日期：2015.2

  Four new Aib‐containing cyclopentapeptides have been synthesized by cyclization of the corresponding linear pentapeptides using the diethyl phosphorocyanidate (DEPC)/EtN(iPr)2 method. The linear precursors were prepared via the ‘azirine/oxazolone method’, i.e., the Aib units were introduced by the reaction of amino acids or peptide acids with a 2,2‐dimethyl‐2H‐azirin‐3‐amine, followed by selective

  四种新的含Aib的环五肽已通过使用二乙基磷腈氰化物（DEPC）/ EtN（i Pr）2方法对相应的线性五肽进行环化而合成。线性前体是通过“叠氮基/恶唑酮法”制备的，即通过氨基酸或肽酸与2,2-二甲基-2- H-叠氮基-3-胺的反应引入Aib单元，然后进行选择性水解末端酰胺的功能。最显着的是，环[（Aib）5 ]以对称构象存在于CDCl 3溶液中，即没有分子内的H键可检测到。
• Method of arresting bacterial growth with certain selected
  申请人：Interx Research Corporation

  公开号：US04018925A1

  公开（公告）日：1977-04-19

  There is provided, novel N-chloramine compounds of the 1,4-dichloro-2,2,5,5-tetrasubstituted-3,6-piperazinedione type, having the formula: ##STR1## WHERE R.sub.1, R.sub.2, R.sub.3, R.sub.4, which may be the same or different, each represent a member selected from the group consisting of an alkyl group of from 1 to 20 carbon atoms and an aryl group. The compounds encompassed by the above generic formula exhibit antibacterial activity, but most importantly, the compounds encompassed within the above generic formula exhibit enhanced stability over the closest related prior art compounds, when such compounds are employed in aqueous solution for antibacterial application.

  本发明提供了一种新的1,4-二氯-2,2,5,5-四取代-3,6-哌嗪二酮类的N-氯胺化合物，其化学式为：##STR1## 其中R.sub.1、R.sub.2、R.sub.3、R.sub.4可以相同也可以不同，每个代表由1至20个碳原子组成的烷基或芳基。上述通用式所包含的化合物具有抗菌活性，但最重要的是，当这些化合物用于水溶液的抗菌应用时，上述通用式所包含的化合物表现出比最相关的现有化合物更强的稳定性。
• USE OF RUTHENIUM COMPLEXES FOR FORMATION AND/OR HYDROGENATION OF AMIDES AND RELATED CARBOXYLIC ACID DERIVATIVES
  申请人：Milstein David

  公开号：US20120253042A1

  公开（公告）日：2012-10-04

  A process for preparing amides by reacting a primary amine and a primary alcohol in the presence of a Ruthenium complex to generate the amide and molecular hydrogen. Primary amines are directly acylated by equimolar amounts of alcohols to produce amides and molecular hydrogen (the only byproduct) in high yields and high turnover numbers. Also disclosed are processes for hydrogenation of amides to alcohols and amines; hydrogenation of organic carbonates to alcohols; hydrogenation of carbamates or urea derivatives to alcohols and amines; amidation of esters; acylation of alcohols using esters; coupling of alcohols with water and a base to form carboxylic acids; dehydrogenation of beta-amino alcohols to form pyrazines and cyclic dipeptides; and dehydrogenation of secondary alcohols to ketones. These reactions are catalyzed by a Ruthenium complex which is based on a dearomatized PNN-type ligand of formula A1 or precursors thereof of formulae A2 or A3.

  一种制备酰胺的方法，包括在Ruthenium配合物的存在下，通过反应一种一级胺和一种一级醇生成酰胺和分子氢。直接用等摩尔量的醇对一级胺进行酰化反应，可以高产率、高周转数地生成酰胺和分子氢（唯一的副产物）。此外，还揭示了将酰胺氢化为醇和胺的方法；将有机碳酸酯氢化为醇的方法；将氨基甲酸酯或尿素衍生物氢化为醇和胺的方法；酯的酰胺化反应；使用酯对醇进行酰化反应；将醇与水和碱偶联形成羧酸；将β-氨基醇脱氢生成吡嗪和环肽；以及将二级醇脱氢生成酮的方法。这些反应由基于A1式或A2式或A3式的去芳香的PNN型配体的Ruthenium配合物催化。

表征谱图