N-(6-hydroxy-6-methylheptan-2-yl)benzamide | 34021-62-0

• 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-(6-hydroxy-6-methylheptan-2-yl)benzamide
• 英文别名: N-(5-hydroxy-1,5-dimethyl-hexyl)-benzamide；N-(5-Hydroxy-1,5-dimethyl-hexyl)-benzamid；N-(1,5-Dimethyl-5-hydroxyhexyl)benzamid；N-(5-hydroxy-1,5-dimethylhexyl)benzamide
• CAS: 34021-62-0
• 化学式: C₁₅H₂₃NO₂
• 分子量: 249.353
• InChiKey: SIKLNRKYQTZWLZ-UHFFFAOYSA-N

物化性质

• 熔点：
  105-108 °C
• 沸点：
  433.8±28.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  N-(1,5-Dimethylhexyl)benzamid 生成 N-(6-hydroxy-6-methylheptan-2-yl)benzamide
  参考文献：
  名称：

  Stereochemistry of microbiological hydroxylation. VI. Microbiological oxygenation of acyclic N-alkylbenzamides

  摘要：

  DOI：

  10.1021/ja00748a034

文献信息

• Remote C(sp³)–H Oxygenation of Protonated Aliphatic Amines with Potassium Persulfate
  作者：Melissa Lee、Melanie S. Sanford

  DOI：10.1021/acs.orglett.6b03731

  日期：2017.2.3

  the development of a method for selective remote C(sp3)–H oxygenation of protonated aliphatic amines using aqueous potassium persulfate. Protonation serves to deactivate the proximal C(sp3)–H bonds of the amine substrates and also renders the amines soluble in the aqueous medium. These reactions proceed under relatively mild conditions (within 2 h at 80 °C with amine as limiting reagent) and do not

  这封信描述了一种使用过硫酸钾水溶液对质子化脂肪胺进行选择性远程 C(sp 3 )–H 氧化的方法的开发。质子化作用使胺底物的近端 C(sp 3 )–H 键失活，并使胺可溶于水介质。这些反应在相对温和的条件下进行（80℃下2小时内，使用胺作为限制试剂）并且不需要过渡金属催化剂。该方法适用于多种类型的 C(sp 3 )–H 键，包括伯胺、仲胺和叔胺底物中的 3°、2° 和苄基 C–H 位点。
• Electrochemical Ruthenium-Catalyzed C–H Hydroxylation of Amine Derivatives in Aqueous Acid
  作者：Sophia G. Robinson、James B. C. Mack、Sara N. Alektiar、J. Du Bois、Matthew S. Sigman

  DOI：10.1021/acs.orglett.0c01313

  日期：2020.9.18

  The development of an electrochemically driven, ruthenium-catalyzed C–H hydroxylation reaction of amine-derived substrates bearing tertiary C–H bonds is described. The reaction is performed under constant current electrolysis in a divided cell to afford alcohol products in yields comparable to those of our previously reported process, which requires the use of stoichiometric H5IO6 for catalytic turnover

  描述了电化学驱动、钌催化的带有叔 C-H 键的胺衍生底物的 C-H 羟基化反应的发展。该反应是在恒流电解下在一个分开的电池中进行的，以提供产率与我们之前报道的工艺相当的醇产品，这需要使用化学计量的 H 5 IO 6进行催化转化。以酸水溶液为溶剂，阴极电极反应仅涉及质子还原以放出氢气。优化的方案为 sp 3 -C–H 键氧化提供了一种方便、高效且原子经济的方法。
• Synthesis of hypusine and other polyamines using dibenzyltriazones for amino protection
  作者：Spencer Knapp、Jeffrey J. Hale、Margarita Bastos、Audrey Molina、Kuang Yu Chen

  DOI：10.1021/jo00049a036

  日期：1992.11

  The use of 1,3-dibenzyl-5-substituted-hexahydro-2-oxo-1,3,5-triazine ("dibenzyltriazone") as a protecting group for primary amino is described. Optimized conditions for formation and hydrolysis of dibenzyltriazones, as well as a variety of transformations (reduction, oxidation, hydroxyl modification, C-C bond formation) compatible with this protecting group, are presented. N-Protected amino aldehydes such as 46, 47, and 94 are particularly valuable building blocks, as demonstrated by the syntheses of hypusine (86), deoxyhypusine (85), spermidine (74), and two unsaturated spermidine analogues 81 and 84.
• Fujita; Ayada, Tanabe seiyaku kenkyu nenpo = Annual report of Gohei Tanabe Co., 1959, vol. 4, # 2, p. 21,23
  作者：Fujita、Ayada

  DOI：——

  日期：——
• Stereochemistry of microbiological hydroxylation. VI. Microbiological oxygenation of acyclic N-alkylbenzamides
  作者：Roy A. Johnson、Herbert C. Murray、Lester M. Reineke

  DOI：10.1021/ja00748a034

  日期：1971.9