1,1,2,2-丙烷四碳x酰胺 | 10550-79-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 1,1,2,2-丙烷四碳x酰胺
• 英文名称: 1,1,3,3-tetra(aminocarbonyl)propane
• 英文别名: propane-1,1,3,3-tetracarboxamide；1,1,3,3-tetracarboxamidopropane；1,1,3,3-propanetetracarboxamide；1,1,3,3-Tetracarbamoyl-propan；Propan-1,1,3,3-tetracarbamid
• CAS: 10550-79-5
• 化学式: C₇H₁₂N₄O₄
• 分子量: 216.197
• InChiKey: YITNVPBMLGVYIU-UHFFFAOYSA-N

物化性质

• 熔点：
  257 °C (decomp)
• 沸点：
  779.3±60.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  172
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  1,1,2,2-丙烷四碳x酰胺 在 diborane(6) 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1,1,3,3-tetra(methylamine)propane
  参考文献：
  名称：

  Highly stereoselective bimetallic complexes for lactide and ε-caprolactone polymerization

  摘要：

  我们合成了一系列含有双金属配体和两个铝中心的希夫碱化合物，并通过 1H、13C NMR 和元素分析对其进行了表征。这些化合物可成功用作 rac-lactide 和 ε-caprolactone 聚合反应的催化剂。用这些化合物制备的聚乳酸（PLA）具有很高的同素异形富集度（Pm = 0.97）。与中心金属离子配位的配体的性质和立体阻碍显著影响了聚合物的特性。动力学研究表明，这些化合物和内酯/己内酯单体的聚合均为一阶聚合。所有聚合反应都是活的，分子量控制良好，摩尔质量分布相对较窄。

  DOI：

  10.1039/c4ra11126e
• 作为产物：
  描述：

  tetraethyl 1,1,3,3-propanetetracarboxylate 在 氨 、 水 作用下， 生成 1,1,2,2-丙烷四碳x酰胺
  参考文献：
  名称：

  Guthzeit; Jahn, Journal fur praktische Chemie (Leipzig 1954), 1902, vol. <2>66, p. 11,12

  摘要：

  DOI：

文献信息

• Total Synthesis of (±)-α-Isosparteine, (±)-β-Isosparteine, and (±)-Sparteine from a Common Tetraoxobispidine Intermediate
  作者：Neil R. Norcross、John P. Melbardis、Margarita Ferris Solera、Mark A. Sephton、Colin Kilner、Lev N. Zakharov、Peter C. Astles、Stuart L. Warriner、Paul R. Blakemore

  DOI：10.1021/jo8013512

  日期：2008.10.17

  Bisimide 16 was generated from malonate via acid promoted cyclization of the Knoevenagel condensation adduct 1,1,3,3-propanetetracarboxamide. (+/-)-alpha-Isosparteine (dl-2) was elaborated from 16 in 28% overall yield by a two-directional synthetic sequence composed of four reactions: double addition of allylmagnesium bromide, ring-closing olefin metathesis (RCM), hydrogenation, and borane mediated reduction

  从一种常见的四氧代双吡啶前体3,7-二烯丙基-2,4,6,8-四氧代-3,7-二氮杂双环[3.3.1]壬烷（16）以立体控制的方式分别制备了三种标题生物碱。通过酸促进Knoevenagel缩合加合物1,1,3,3-丙烷四羧酰胺的丙二酸酯生成双酰亚胺16。（+/-）-α-Isosparteine（dl-2）通过双向合成顺序从16精制，总产率为28％，该合成顺序由以下四个反应组成：烯丙基溴化镁的两次加成，闭环烯烃复分解（RCM），氢化和硼烷介导的还原。（+/-）-β-Isosparteine（dl-3）通过核心合成子的烯丙基化和还原操作的战略逆转以相似的路线作为目标。因此，通过从硼氢化钠介导的还原反应开始的反应顺序，以五个步骤将16推进到dl-3，使总收率提高到12％，然后对所得的双血嘧啶进行双Sakurai型烯丙基化。dl-3的合成通过RCM进行，然后进行整体还原（H2，Pd / C； Li
• Synthesis and characterization of binuclear Co(II) complexes with bis(salen-type) ligands
  作者：Minna T. Räisänen、Heikki Korpi、Markku R. Sundberg、Alexander Savin、Markku Leskelä、Timo Repo

  DOI：10.1016/j.ica.2012.08.007

  日期：2013.1

  Two new, bridged bis(salen-type) ligand precursors, 1,1,3,3-tetrakis(salicylidene-3-iminopropyl)butylenediamine (I) and 1,1,3,3-tetra(salicylideneiminomethyl)propane (IV), were prepared by Schiff base condensation of salicylaldehyde with appropriate tetraamines. Corresponding binuclear Co(II) complexes 1 and 2 were obtained with moderate yields and the complexes were characterized in detail. Structural optimizations of the complexes were carried out at the B3LYP/6-311G/* level of theory. Dioxygen coordination abilities of 1 and 2 were studied experimentally by UV-Vis spectroscopy and compared with traditional N,N'-ethylenebis(salicylideniminato)Co(II), Co(salen) (3). In addition, catalytic activities of 1 and 2 in comparison with various mononuclear salen-type Co complexes (3-7) were studied in the oxidation of 3,4-dimethoxybenzyl alcohol (veratryl alcohol) in alkaline aqueous solutions. (C) 2012 Elsevier B. V. All rights reserved.
• BRAEUNIGER; STENS, Pharmazie, 1963, vol. 18, p. 585 - 600
  作者：BRAEUNIGER、STENS

  DOI：——

  日期：——
• A Practical Synthesis of (±)-α-Isosparteine from a Tetraoxobispidine Core
  作者：Paul R. Blakemore、Colin Kilner、Neil R. Norcross、Peter C. Astles

  DOI：10.1021/ol0519184

  日期：2005.10.1

  The title alkaloid was synthesized in racemic form from 3,7-diallyl-2,4,6,8-tetraoxo-3,7-diazabicyclo[3.3.1]nonane (7) by a regioselective diallylation reaction followed by double ring-closing olefin metathesis and exhaustive reduction. Tetraoxobispidine 7 was itself prepared in three simple operations from dimethyl malonate. The entire sequence to alpha-isosparteine was conducted on a multigram scale and proceeded without recourse to chromatography.
• ——
  作者：P. A. Bezuglyi、V. A. Georgiyants、L. A. Perekhoda、N. V. Garnaya、I. A. Sych

  DOI：10.1023/a:1026095431498

  日期：——

  By condensation of symmetrical malonic acid diamides with dichloromethane (method a) and with paraform (method b) N,N',N",N"'-substituted amides of 1,1,3,3-propanetetracarboxylic acid were synthesized. Better yields of the target products (68-80%) and the use of less toxic reagents indicate that method b is more feasible. The primary pharmacological screening revealed that the compounds obtained possess pronounced anticonvulsant activity at moderate toxicity.