methyl 2-methoxybenzylcarbamate | 143558-79-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 2-methoxybenzylcarbamate
• 英文别名: Methyl [(2-methoxyphenyl)methyl]carbamate；methyl N-[(2-methoxyphenyl)methyl]carbamate
• CAS: 143558-79-6
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: MKNMOUBCZXPUMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-methoxybenzylcarbamate 在 lithium aluminium tetrahydride 作用下， 生成 2-甲氧基-N-甲基苄胺
  参考文献：
  名称：

  Intramolecular Addition of Stabilized Enolates to (η⁶-Arene)ruthenium Complexes:  Synthesis of Ru-Coordinated Azaspirocycles

  摘要：

  [GRAPHICS]Stabilized enolates attached to, cationic (arene)(RuCp)-Cp-II complexes via an amide linkage were found to participate in nucleophilic aromatic addition reactions resulting in the formation of novel cyclohexadienyl-Ru azaspirocycles. Enolate addition to the activated arene ring was found to proceed with complete stereoselectivity.

  DOI：

  10.1021/ol991123v
• 作为产物：
  描述：

  甲醇 、 2-(2-methoxyphenyl)acetyl azide 反应 48.0h， 生成 methyl 2-methoxybenzylcarbamate
  参考文献：
  名称：

  通过室温Curtius重排轻松制备受保护的苄基和杂芳基甲基胺

  摘要：

  描述了用于形成酰基叠氮化物以及随后的苯基和杂芳基乙酸的Curtius重排的分步室温过程。我们已经开发出了在MeOH或CHCl 3中进行室温Curtius重排的规程，该规程比标准条件有所改进，避免了使用添加剂或加热。Curtius重排的这种室温优化可防止形成通常在苯甲酸中观察到的副产物，从而可以使用各种苯甲基和杂芳基甲基胺。

  DOI：

  10.1016/j.tetlet.2010.03.101

文献信息

• AMIDE DERIVATIVE
  申请人：Nakahira Hiroyuki

  公开号：US20100056497A1

  公开（公告）日：2010-03-04

  The present invention relates to a compound of the formula (I) being useful as a renin inhibitor, or a pharmaceutically acceptable salt thereof. wherein R 1a is a hydrogen atom, an optionally substituted C 1-6 alkyl, etc.; R 1b is an optionally substituted C 1-6 alkoxy, etc.; R 1c is a hydrogen atom, an optionally substituted C 1-6 alkoxy, etc.; R 2 is a hydrogen atom, an optionally substituted C 1-6 alkyl, etc.; R 3a , R 3b , R 3c and R 3d are independently the same or different, and each is a group of the formula: -A-B (in which A is a single bond, —(CH 2 ) s O—, —(CH 2 ) s N(R 4 )CO—, etc., B is a hydrogen atom, an optionally substituted C 1-6 alkyl, etc.), etc.; R 4 is a hydrogen atom, an optionally substituted C 1-6 alkyl, etc.; s is 0, etc.; and n is 1, etc.

  本发明涉及一种具有式(I)的化合物，其可用作肾素抑制剂，或其药学上可接受的盐。其中，R1a是氢原子，可选地取代的C1-6烷基等；R1b是可选地取代的C1-6烷氧基等；R1c是氢原子，可选地取代的C1-6烷氧基等；R2是氢原子，可选地取代的C1-6烷基等；R3a，R3b，R3c和R3d独立且相同或不同，每个是式：-A-B的基团（其中A是单键，-(CH2)sO-，-(CH2)sN(R4)CO-等，B是氢原子，可选地取代的C1-6烷基等）等；R4是氢原子，可选地取代的C1-6烷基等；s为0等；n为1等。
• Selective N-methylation of primary aliphatic amines with dimethyl carbonate in the presence of alkali cation exchanged Y-faujasites
  作者：Maurizio Selva、Pietro Tundo

  DOI：10.1016/j.tetlet.2003.09.016

  日期：2003.10

  The N-methylation of aliphatic amines [XC6H4(CH2)(n)NH2; n = 1, X = H (1a), o-MeO (1b), p-MeO (1c); n = 2, X = H (2a), o-MeO (2b); 1d: PhCH(Me)NH2] with dimethyl carbonate (DMC) is efficiently catalysed by NaY faujasite: on condition that CO2 (a co-product of the reaction) is carefully removed, N-methyl- and N,N-dimethyl-amines (RNHMe and RNMe2) are obtained in good overall yields (70-90%). Otherwise, in the presence Of CO2, carbamates (RNHCO2Me) form competitively to a large extent. The reaction probably proceeds through a B(Al)2 displacement of the amine on DMC. (C) 2003 Elsevier Ltd. All rights reserved.
• Facile preparation of protected benzylic and heteroarylmethyl amines via room temperature Curtius rearrangement
  作者：Matthew L. Leathen、Emily A. Peterson

  DOI：10.1016/j.tetlet.2010.03.101

  日期：2010.5

  Curtius rearrangement of phenyl and heteroaryl acetic acids is described. We have developed a protocol for room temperature Curtius rearrangement in MeOH or CHCl3 that provides an improvement over standard conditions, avoiding the use of additives or heat. This room temperature optimization of the Curtius rearrangement prevents the formation of side products often observed with benzylic acids, allowing

  描述了用于形成酰基叠氮化物以及随后的苯基和杂芳基乙酸的Curtius重排的分步室温过程。我们已经开发出了在MeOH或CHCl 3中进行室温Curtius重排的规程，该规程比标准条件有所改进，避免了使用添加剂或加热。Curtius重排的这种室温优化可防止形成通常在苯甲酸中观察到的副产物，从而可以使用各种苯甲基和杂芳基甲基胺。
• Intramolecular Addition of Stabilized Enolates to (η⁶-Arene)ruthenium Complexes:  Synthesis of Ru-Coordinated Azaspirocycles
  作者：F. Christopher Pigge、Shiyue Fang、Nigam P. Rath

  DOI：10.1021/ol991123v

  日期：1999.12.1

  [GRAPHICS]Stabilized enolates attached to, cationic (arene)(RuCp)-Cp-II complexes via an amide linkage were found to participate in nucleophilic aromatic addition reactions resulting in the formation of novel cyclohexadienyl-Ru azaspirocycles. Enolate addition to the activated arene ring was found to proceed with complete stereoselectivity.