N-benzyl-3-(3,5-di-tert-butyl-4-hydroxy)phenylpropanamide | 52449-48-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-3-(3,5-di-tert-butyl-4-hydroxy)phenylpropanamide
• 英文别名: 4-hydroxy-3,5-di-tert.-butylphenyl-propionic acid-benzyl amide；N-benzyl-3-(3,5-ditert-butyl-4-hydroxyphenyl)propanamide
• CAS: 52449-48-6
• 化学式: C₂₄H₃₃NO₂
• 分子量: 367.532
• InChiKey: WKVPADZITGRAOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,5-双(叔丁基)-4-羟基苯丙酰氯 、 苄胺 以 正庚烷 为溶剂， 生成 N-benzyl-3-(3,5-di-tert-butyl-4-hydroxy)phenylpropanamide
  参考文献：
  名称：

  4-Hydroxy-3,5-di-alkyl-phenyl-propionic acid composition suitable as

  摘要：

  作用于代谢的制药组合物，包含作为活性衍生物的4-羟基-3,5-二烷基苯丙酸，其对应于公式I和II，其中R1和R2可以相同也可以不同，分别代表具有1至8个碳原子的烷基基团，R3代表具有2至12个碳原子的烷基基团，X代表羟基，具有1至18个碳原子的烷氧基，具有1至4个烷基碳原子的苯基烷氧基，具有5至8个碳原子的环烷氧基，-NR4R5中，R4代表具有1至18个碳原子的烷基团，R5代表氢原子或R4和R5可以与氮原子形成一个杂环六元环，该六元环可以携带另一个杂原子，n是从2到4的整数。以及其制备方法。

  公开号：

  US03969530A1

文献信息

• Nucleophilic Acyl Substitutions of Acids or Esters Catalyzed by Oxometallic Complexes, and the Applications in Fabricating Biodiesel
  申请人：Chen Chien-Tien

  公开号：US20070017151A1

  公开（公告）日：2007-01-25

  The present invention discloses a method of nucleophilic acyl substitution (NAS) of carboxylic acids or esters (hereinafter acids/esters) catalyzed by oxometallic complexes. According to the mentioned method, NAS reactions between acids/esters (R 1 COOH/R 1 —COO—R 2 ) and protic nucleophile (R 3 -AH) can be catalyzed by oxxmetallic complexes, wherein A stands for O, S, or NH. The general formula of the mentioned oxometallic complexes is MO m L 1 y L 2 z , wherein M is selected from IVB, VB, VIB or actinide groups, m, y, z are integers, and m, y≧1, z≧0. A general catalytic equation is shown as follows:

  本发明公开了一种由过氧金属络合物催化的羧酸或酯（以下简称酸/酯）的亲核酰基取代（NAS）方法。根据所提及的方法，酸/酯（R1COOH/R1—COO—R2）与质子亲核试剂（R3—AH）之间的NAS反应可以由过氧金属络合物催化，其中A代表O、S或NH。所提及的过氧金属络合物的通用公式为MOmL1yL2z，其中M选自IVB、VB、VIB或锕系元素组，m、y、z为整数，且m、y≧1，z≧0。一般的催化方程式如下所示：
• Nucleophilic Acyl Substitutions of Esters with Protic Nucleophiles Mediated by Amphoteric, Oxotitanium, and Vanadyl Species
  作者：Chien-Tien Chen、Jen-Huang Kuo、Cheng-Hsiu Ku、Shiue-Shien Weng、Cheng-Yuan Liu

  DOI：10.1021/jo0484878

  日期：2005.2.1

  [GRAPHICS]A diverse array of oxometallic species were examined as catalysts in nucleophilic acyl substitution (NAS) reactions of methyl (or ethyl) esters with protic nucleophiles. Among them, oxotitanium acetylacetonate (TiO(acac)(2)) and vanadyl chloride (VOCl2-(THF)(x)) served as the most efficient and water-tolerant catalysts. Transesterifications of methyl and/or ethyl esters with functionalized (including acid- or base-sensitive) 1degrees and 2degrees alcohols can be carried out chemoselectively in refluxed toluene or xylene in a 1:1 substrate stoichiometry using 1 mol % catalyst loading. The resultant products were furnished in 85-100% yields by simple aqueous workup to remove water-soluble catalysts. The new NAS protocol is also amenable to amines and thiols in 74-91% yields, albeit with higher loading (2.5 equiv) of protic nucleophiles. Representative examples of commercial interests such as Padimate 0 and antioxidant additives for plastics were also examined to demonstrate their practical applications. A 1:1 adduct between TiO(acac)2 and a given 1-octadecanol was identified as (C18H37O)(2)Ti(acac)(2) and was responsible for its subsequent NAS of methyl esters.
• US3969530A
  申请人：——

  公开号：US3969530A

  公开（公告）日：1976-07-13
• 4-Hydroxy-3,5-di-alkyl-phenyl-propionic acid composition suitable as
  申请人：Hoechst Aktiengesellschaft

  公开号：US03969530A1

  公开（公告）日：1976-07-13

  Pharmaceutical compositions acting on the metabolism which contain as active derivatives of the 4-hydroxy-3,5-di-akylphenyl-propionic acid corresponding to the formula I and II ##EQU1## wherein R.sub.1 and R.sub.2 which may be identical or different, each stands for an alkylradical having 1 to 8 carbon atoms, R.sub.3 stands for an alkylene radical having 2 to 12 carbon atoms, X stands for hydroxy, alkoxy having 1 to 18 carbon atoms, phenalkoxy having 1 to 4 alkyl carbon atoms, cycloalkoxy having 5 to 8 carbon atoms, --NR.sub.4 R.sub.5 in which R.sub.4 stands for an alkyl group having 1 to 18 carbon atoms, R.sub.5 stands for a hydrogen atom or R.sub.4 and R.sub.5 may form with the nitrogen atom a heterocyclic six-membered ring which may carry another hetero atom and n is an integer from 2 to 4 and process for preparing them.

  作用于代谢的制药组合物，包含作为活性衍生物的4-羟基-3,5-二烷基苯丙酸，其对应于公式I和II，其中R1和R2可以相同也可以不同，分别代表具有1至8个碳原子的烷基基团，R3代表具有2至12个碳原子的烷基基团，X代表羟基，具有1至18个碳原子的烷氧基，具有1至4个烷基碳原子的苯基烷氧基，具有5至8个碳原子的环烷氧基，-NR4R5中，R4代表具有1至18个碳原子的烷基团，R5代表氢原子或R4和R5可以与氮原子形成一个杂环六元环，该六元环可以携带另一个杂原子，n是从2到4的整数。以及其制备方法。