N-(tert-butoxycarbonyl)-N-methyl(m-methylbenzyl)amine

• 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-(tert-butoxycarbonyl)-N-methyl(m-methylbenzyl)amine
• 英文别名: N-(t-butoxycarbonyl)-N-methyl(m-methylbenzyl)amine；tert-butyl N-methyl-N-[(3-methylphenyl)methyl]carbamate
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: CJKNQXKNZVJPQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲基苄胺 在 C₃₀H₂₉BrMnNO₂P₂ 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 N-(tert-butoxycarbonyl)-N-methyl(m-methylbenzyl)amine
  参考文献：
  名称：

  不需要外部高氢压力的锰催化脂肪族伯胺的单-N-甲基化

  摘要：

  协同策略能够选择性合成单N-甲基化脂肪族伯胺，包括氘标记的药物。这种创新方法将地球上丰富的锰催化剂与弱碱相结合，形成了实用且可持续的单N-甲基化方案。通过有效抑制甲酰胺副产物的形成，无需外部高压氢气。

  DOI：

  10.1002/anie.202318763

文献信息

• Selective Monomethylation of Amines with Methanol as the C ₁ Source
  作者：Geunho Choi、Soon Hyeok Hong

  DOI：10.1002/anie.201801524

  日期：2018.5.22

  methanol as the methylating agent, which is a sustainable chemical feedstock. Kinetic control of the aliphatic amine monomethylation was achieved by using a readily available ruthenium catalyst at an adequate temperature under hydrogen pressure. Various substrates including bio‐related molecules and pharmaceuticals were selectively monomethylated, demonstrating the general utility of the developed method

  N-单甲基官能团是多种合成和天然化合物中的常见基序。然而，由于由过度甲基化引起的选择性问题，容易获得此类化合物仍然是有机合成中的基本挑战。为了解决这个问题，我们开发了一种方法，可以使用甲醇作为甲基化剂，对各种结构和功能多样的胺（包括通常存在问题的伯脂肪族伯胺）进行选择性催化单甲基化，这是一种可持续的化学原料。通过使用容易获得的钌催化剂在适当的温度和氢气压力下实现脂肪族胺单甲基化的动力学控制。各种底物（包括与生物有关的分子和药物）被选择性地单甲基化，
• Novel heterocyclic compound
  申请人：Kodo Toru

  公开号：US20070191447A1

  公开（公告）日：2007-08-16

  A drug having a high affinity for benzodiazepine ω 3 receptors and showing curative and preventive effects for anxiety and depression, which comprises as the active ingredient, for example, a compound of the formula (1): wherein R 1 and R 2 are independently a hydrogen atom, an optionally substituted alkyl group, an optionally substituted aryl group, etc., R 3 and R 4 are independently a hydrogen atom, an optionally substituted alkyl group, etc., R 5 , R 6 , R 7 and R 8 are independently a hydrogen atom, an optionally substituted alkyl group, an optionally substituted aryl group, etc., X is an oxygen atom, a sulfur atom, NR 10 , etc. (in which R 10 is a hydrogen atom, an optionally substituted alkyl group, etc.)

  一种对苯二氮平ω3受体具有高亲和力，对焦虑和抑郁具有治疗和预防效果的药物，其包括作为活性成分的化合物，例如式（1）的化合物： 其中R1和R2分别为氢原子，可选取代烷基，可选取代芳基等； R3和R4分别为氢原子，可选取代烷基等； R5、R6、R7和R8分别为氢原子，可选取代烷基，可选取代芳基等； X为氧原子、硫原子、NR10等（其中R10为氢原子、可选取代烷基等）。
• Formation of benzylamines from triazene compounds via a 1,2-proton shift
  作者：Keiji Nishiwaki、Takashi Ogawa、Kazumi Shigeta、Koichi Takahashi、Keizo Matsuo

  DOI：10.1016/j.tet.2006.04.063

  日期：2006.7

  A new approach to benzylamines using triazene compounds has been developed that is facilitated by the lithiation of aryltriazenes followed by treatment with an electrophile. The regioselectivity of the reaction can be controlled by means of the substituents in the aryl group. The reaction contains the following steps: intramolecular carbon-carbon bond formation involving lithiation of an alkyl group on a 3-nitrogen atom; a 1,2-proton shift; and the subsequent release of nitrogen gas. Through the use of a deuterated triazene, we were able to determine that the reaction proceeds through a 1,2-proton shift. (c) 2006 Elsevier Ltd. All rights reserved.
• α-Lithiation of 1-Aryl-3,3-dialkyltriazenes and Intramolecular Conversion to Benzylamine and Tetrahydrobenzotriazine Derivatives
  作者：Keiji Nishiwaki、Takashi Ogawa、Keizo Matsuo

  DOI：10.1002/1521-3773(20020201)41:3<484::aid-anie484>3.0.co;2-w

  日期：2002.2.1
• Manganese‐Catalyzed Mono‐<i>N</i>‐Methylation of Aliphatic Primary Amines without the Requirement of External High‐Hydrogen Pressure
  作者：Jiale Ji、Yinghao Huo、Zhaowen Dai、Zhening Chen、Tao Tu

  DOI：10.1002/anie.202318763

  日期：2024.3.22

  A synergistic strategy enables the selective synthesis of mono-N-methylated aliphatic primary amines, including deuterium-labelled drugs. This innovative approach combines an earth-abundant manganese catalyst with a weak base, resulting in a practical and sustainable protocol for mono-N-methylation. By effectively inhibiting the formation of formamide byproducts, it eliminates the need for external

  协同策略能够选择性合成单N-甲基化脂肪族伯胺，包括氘标记的药物。这种创新方法将地球上丰富的锰催化剂与弱碱相结合，形成了实用且可持续的单N-甲基化方案。通过有效抑制甲酰胺副产物的形成，无需外部高压氢气。