N-benzyl-2,4-dimethylpentanamide | 1180540-05-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-benzyl-2,4-dimethylpentanamide
• 英文别名: (+)-2,4-Dimethyl-N-(phenylmethyl)pentanamide
• CAS: 1180540-05-9
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: GBRCFIOWNHZKIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-N-benzyl-2, 4-dimethylpent-2-enamide 在 C₃₂H₁₂BF₂₄^(1-)*C₃₈H₄₄FeIrNOP⁽¹⁺⁾ 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、5.0 MPa 条件下， 反应 24.0h， 生成 N-benzyl-2,4-dimethylpentanamide
  参考文献：
  名称：

  酰胺的α-手性中心的高对映建设通过α的铱催化加氢，β -不饱和酰胺

  摘要：

  Abstractmagnified imageThe chiral center at the α‐position of amides is installed in excellent enantioselectivity via the iridium‐catalyzed asymmetric hydrogenation of α,β‐unsaturated amides under mild conditions. Even aliphatic amides are suitable substrates. The presence of a hydrogen atom on the nitrogen of the amide is important for the enantioselectivity of the reaction.

  DOI：

  10.1002/adsc.200900080

文献信息

• Selective Palladium-Catalyzed Aminocarbonylation of Olefins to Branched Amides
  作者：Jie Liu、Haoquan Li、Anke Spannenberg、Robert Franke、Ralf Jackstell、Matthias Beller

  DOI：10.1002/anie.201605104

  日期：2016.10.17

  general and efficient protocol for iso‐selective aminocarbonylation of olefins with aliphatic amines has been developed for the first time. Key to the success for this process is the use of a specific 2‐phosphino‐substituted pyrrole ligand in the presence of PdX2 (X=halide) as a pre‐catalyst. Bulk industrial and functionalized olefins react with various aliphatic amines, including amino‐acid derivatives

  首次开发了使用脂肪族胺对烯烃进行异选择氨基羰基化的通用有效方法。该工艺成功的关键是在存在PdX 2（X =卤化物）作为前催化剂的情况下使用特定的2-膦基取代的吡咯配体。大量的工业化和官能化烯烃与各种脂肪胺（包括氨基酸衍生物）反应，通常以较高的收率（高达99％）和区域选择性（b / l高达99：1）得到相应的支链酰胺。
• RUTHENIUM COMPLEXES AND THEIR USES IN PROCESSES FOR FORMATION AND/OR HYDROGENATION OF ESTERS, AMIDES AND DERIVATIVES THEREOF
  申请人：Yeda Research and Development Co. Ltd.

  公开号：EP2629889B1

  公开（公告）日：2019-04-03
• NOVEL RUTHENIUM COMPLEXES AND THEIR USES IN PROCESSES FOR FORMATION AND/OR HYDROGENATION OF ESTERS, AMIDES AND DERIVATIVES THEREOF
  申请人：YEDA RESEARCH AND DEVELOPMENT CO. LTD.

  公开号：US20170107251A1

  公开（公告）日：2017-04-20

  The present invention relates to novel Ruthenium complexes and related borohydride complexes, and their use for (1) hydrogenation of amides (including polyamides) to alcohols and amines; (2) preparing amides from alcohols with amines (including preparing polyamides (e.g., polypeptides) by reacting dialcohols and diamines or by polymerization of amino alcohols); (3) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones), cyclic di-esters (di-lactones) or polyesters); (4) hydrogenation of organic carbonates (including polycarbonates) to alcohols and 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 (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 novel uses of certain pyridine Ruthenium complexes.
• Highly Enantioselective Construction of the α-Chiral Center of Amides<i>via</i>Iridium-Catalyzed Hydrogenation of α,β-Unsaturated Amides
  作者：Wei-Jing Lu、Xue-Long Hou

  DOI：10.1002/adsc.200900080

  日期：2009.6

  Abstractmagnified imageThe chiral center at the α‐position of amides is installed in excellent enantioselectivity via the iridium‐catalyzed asymmetric hydrogenation of α,β‐unsaturated amides under mild conditions. Even aliphatic amides are suitable substrates. The presence of a hydrogen atom on the nitrogen of the amide is important for the enantioselectivity of the reaction.