2-methyl-N-(3-phenylpropyl)-butanamide | 1211724-94-5

• 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: 2-methyl-N-(3-phenylpropyl)-butanamide
• 英文别名: 2-methyl-N-(3-phenylpropyl)butanamide
• CAS: 1211724-94-5
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: AIMDRQSGPAJVJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  6
• 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：

  2-甲基丁醇 、 苯代丙腈 在 RuH₂(CO)(PPh₃)₃ 、 sodium hydride 、 1,3-diisopropylimidazolium bromide 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以62%的产率得到2-methyl-N-(3-phenylpropyl)-butanamide
  参考文献：
  名称：

  Ruthenium-Catalyzed Redox-Neutral and Single-Step Amide Synthesis from Alcohol and Nitrile with Complete Atom Economy

  摘要：

  A completely atom-economical and redox-neutral catalytic amide synthesis from an alcohol and a nitrite is realized. The amide C-N bond is efficiently formed between the nitrogen atom of nitrile and the alpha-carbon of alcohol, with the help of an N-heterocyclic carbene-based ruthenium catalyst, without a single by-product. A utility of the reaction was demonstrated by synthesizing C-13 or N-15 isotope-labeled amides without involvement of any separate reduction and oxidation step.

  DOI：

  10.1021/ja404695t

文献信息

• Substituted tyrosil alanine dipeptide amides
  申请人：G.D. Searle & Co.

  公开号：EP0154234A2

  公开（公告）日：1985-09-11

  The invention relates to novel substituted tyrosyl alanine dipeptide amides of the formula: and the pharmaceutically acceptable acid addition salts thereof wherein R, represents straight or branched lower alkyl having 1 to 4 carbons; R2 represent hydrogen, hydroxy, -OCO2R1 substituent or lower alkyl having 1 to 4 carbons; R3 represents a hydrogen or lower alkyl having 1 to 6 carbons; R4 and R5 may be the same or different and represent hydrogen or lower alkyl having 1 to 6 carbons; n is 1 to 6; X represents a hydrogen, hydroxy or OCO2R1 substituent; A represents a cyclohexyl, phenyl or phenyl substituted with one or more lower alkyls containing 1 to 6 carbons, one or more amino, hydroxy, halogen, nitro or lower alkoxy substituent having 1 to 6 carbons; V represents the asymmetric carbon that may be racemic or have the D or L configuration; W represents the asymmetric carbon when R4 and R5 are not the same that may optionally be racemic or have the D or L configuration. These compounds are useful as analgesic and/or antihypertensive agents.

  本发明涉及式如下的新型取代酪氨丙氨酸二肽酰胺： 及其药学上可接受的酸加成盐 其中 R，代表具有 1 至 4 个碳原子的直链或支链低级烷基； R2 代表氢、羟基、-OCO2R1 取代基或具有 1 至 4 个碳原子的低级烷基； R3 代表氢或具有 1 至 6 个碳原子的低级烷基； R4 和 R5 可以相同或不同，代表氢或含 1 至 6 个碳原子的低级烷基； n 为 1 至 6； X 代表氢、羟基或 OCO2R1 取代基； A 代表环己基、苯基或被一个或多个含 1 至 6 个碳原子的低级烷基、一个或多个氨基、羟基、卤素、硝基或 1 至 6 个碳原子的低级烷氧基取代的苯基； V 代表不对称碳，可以是外消旋的，或具有 D 或 L 构型； W 代表 R4 和 R5 不相同时的不对称碳，可选择外消旋或具有 D 或 L 构型。这些化合物可用作镇痛剂和/或抗高血压剂。
• US4599325A
  申请人：——

  公开号：US4599325A

  公开（公告）日：1986-07-08
• Ruthenium-Catalyzed Redox-Neutral and Single-Step Amide Synthesis from Alcohol and Nitrile with Complete Atom Economy
  作者：Byungjoon Kang、Zhenqian Fu、Soon Hyeok Hong

  DOI：10.1021/ja404695t

  日期：2013.8.14

  A completely atom-economical and redox-neutral catalytic amide synthesis from an alcohol and a nitrite is realized. The amide C-N bond is efficiently formed between the nitrogen atom of nitrile and the alpha-carbon of alcohol, with the help of an N-heterocyclic carbene-based ruthenium catalyst, without a single by-product. A utility of the reaction was demonstrated by synthesizing C-13 or N-15 isotope-labeled amides without involvement of any separate reduction and oxidation step.