N,N'-Bis-methoxyacetyl-ethylendiamin | 90222-14-3

• 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: N,N'-Bis-methoxyacetyl-ethylendiamin
• 英文别名: N,N'-(ethane-1,2-diyl)bis(2-methoxyacetamide)；2-methoxy-N-[2-[(2-methoxyacetyl)amino]ethyl]acetamide
• CAS: 90222-14-3
• 化学式: C₈H₁₆N₂O₄
• mdl: MFCD24388975
• 分子量: 204.226
• InChiKey: FZFCCBJGFXRQBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-Bis-methoxyacetyl-ethylendiamin 在 [RuH(CO)(BPy-tPNN*)] 、 氢气 作用下， 以 四氢呋喃 为溶剂， 110.0 ℃ 、1.01 MPa 条件下， 反应 48.0h， 以78%的产率得到乙二醇甲醚
  参考文献：
  名称：

  温和条件下酰胺直接加氢生成醇和胺

  摘要：

  发现了酰胺选择性直接氢化成相应的醇和胺，同时 CN 键断裂。没有形成预期的 CO 裂解产物（在苯胺的情况下痕量除外）。该反应在温和的压力和中性、均相条件下使用脱芳构化的联吡啶基 PNN Ru(II) 钳形络合物作为催化剂进行。假设的机制涉及通过杂芳族钳核的芳构化-脱芳构化的金属-配体合作，并且不涉及酰胺的水解裂解。这种对环境无害的方法的简单性、通用性和效率使其对酰胺直接转化为醇和胺具有很好的收率。

  DOI：

  10.1021/ja1080019
• 作为产物：
  描述：

  甲氧基乙酸甲酯 、 乙二胺 以 甲醇 为溶剂， 生成 N,N'-Bis-methoxyacetyl-ethylendiamin
  参考文献：
  名称：

  Baganz,H. et al., Chemische Berichte, 1962, vol. 95, p. 1832 - 1839

  摘要：

  DOI：

文献信息

• PROCESS FOR PREPARING AMIDES FROM ALCOHOLS AND AMINES
  申请人：MILSTEIN David

  公开号：US20090112005A1

  公开（公告）日：2009-04-30

  The present invention provides a process for preparing amides, by reacting a primary amine and a primary alcohol in the presence of a Ruthenium catalyst, to generate the amide and molecular hydrogen. According to the process of the invention, 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. This reaction is catalyzed by a Ruthenium complex, which is preferably based on a dearomatized PNN-type ligand of formula A1 or precursors thereof of formulae A2 or A3. Use of diamines in the reaction leads to bis-amides, whereas with a mixed primary/secondary amine substrate, chemoselective acylation of the primary amine group occurs.

  本发明提供了一种制备酰胺的方法，通过在Ruthenium催化剂的存在下反应一种一级胺和一种一级醇，生成酰胺和分子氢。根据本发明的方法，一级胺通过等摩尔量的醇直接酰化产生酰胺和分子氢（唯一的副产物），产率高，周转数高。这种反应由Ruthenium配合物催化，最好是基于公式A1的去芳香PNN型配体或其前体公式A2或A3。在反应中使用二胺会导致双酰胺，而使用混合的一级/二级胺底物，会发生一级胺基的化学选择性酰化。
• 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。
• Synthetic Multimerizing Agents
  申请人：Holt Dennis A.

  公开号：US20120130076A1

  公开（公告）日：2012-05-24

  New compounds are disclosed for multimerizing immunophilins and proteins containing immunophilin or immunophilin-related domains. The compounds are of the formula M-L-Q where M is a synthetic ligand for an FKBP protein.

  新化合物被披露用于多聚免疫蛋白和含有免疫蛋白或免疫蛋白相关域的蛋白质。这些化合物的化学式为M-L-Q，其中M是FKBP蛋白的合成配体。
• NOVEL RUTHENIUM COMPLEXES AND THEIR USES IN PROCESSES FOR FORMATION AND/OR HYDROGENATION OF ESTERS, AMIDES AND DERIVATIVES THEREOF
  申请人：Milstein David

  公开号：US20130281664A1

  公开（公告）日：2013-10-24

  The present invention relates to novel Ruthenium catalysts and related borohydride complexes, and the use of such catalysts, inter alia, for (1) hydrogenation of amides (including polyamides) to alcohols and amines; (2) preparing amides from alcohols with amines (including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or by polymerization of amino alcohols); (3) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones) or polyesters); (4) hydrogenation of organic carbonates (including polycarbonates) to alcohols and hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (5) dehydrogenative coupling of alcohols to esters; (6) hydrogenation of secondary alcohols to ketones; (7) amidation of esters (i.e., synthesis of amides from esters and amines); (8) acylation of alcohols using esters; (9) coupling of alcohols with water to form carboxylic acids; and (10) dehydrogenation of beta-amino alcohols to form pyrazines. The present invention further relates to the novel uses of certain pyridine Ruthenium catalysts.

  本发明涉及新型钌催化剂和相关硼氢化物配合物，以及使用这些催化剂，包括：（1）将酰胺（包括聚酰胺）加氢为醇和胺；（2）用胺从醇制备酰胺（包括通过二元醇和二胺反应或氨基醇聚合制备聚酰胺（例如聚肽））；（3）将酯加氢为醇（包括环酯（内酯）或环二酯（二内酯）或聚酯的加氢）；（4）将有机碳酸酯（包括聚碳酸酯）加氢为醇和将氨基甲酸酯（包括聚氨基甲酸酯）或脲衍生物加氢为醇和胺；（5）醇的脱氢缩合成酯；（6）将二级醇加氢为酮；（7）酯的酰胺化（即从酯和胺合成酰胺）；（8）使用酯对醇进行酰化；（9）将醇与水偶联形成羧酸；以及（10）β-氨基醇的脱氢缩合形成吡嗪的新用途。本发明还涉及某些吡啶基钌催化剂的新用途。
• SYNTHETIC DERIVATIVES OF RAPAMYCIN AS MULTIMERIZING AGENTS FOR CHIMERIC PROTEINS WITH IMMUNOPHILIN-DERIVED DOMAINS
  申请人：ARIAD Pharmaceuticals, Inc

  公开号：EP0888303B1

  公开（公告）日：2010-04-21