N,N'-di(methoxycarbonyl)phenylmethanediamine | 27698-68-6

• 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,N'-di(methoxycarbonyl)phenylmethanediamine
• 英文别名: methyl N-[(methoxycarbonylamino)-phenylmethyl]carbamate
• CAS: 27698-68-6
• 化学式: C₁₁H₁₄N₂O₄
• 分子量: 238.243
• InChiKey: POKSHXOHFKADFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲基-次磷酸 、 N,N'-di(methoxycarbonyl)phenylmethanediamine 以 乙酸酐 为溶剂， 生成 α-(methoxycarbonylamino)-benzyl-methylphosphonic acid
  参考文献：
  名称：

  关于氢磷酸化合物酰胺烷基化的新见解

  摘要：

  描述了通过氨基甲酸烷基酯，醛和氢磷酸化合物在乙酸酐/乙酰氯中的反应合成N-保护的α-氨基烷基磷酸化合物的程序的一种新的，较温和的方法，以及这种反应的新机理。首次报道了从反应介质中分离出作为中间体的N，N′-亚苄基-和N，N′-亚烷基双氨基甲酸酯，并研究了预先获得的双氨基甲酸酯和氢磷酸化合物在乙酸酐中的直接反应。提出了该反应机理的新形式，其中包括Arbuzov型反应。

  DOI：

  10.1016/j.tetlet.2010.03.020
• 作为产物：
  描述：

  氨基甲酸甲酯 、 苯甲醇 在 氯仿 、 氯 作用下， 生成 N,N'-di(methoxycarbonyl)phenylmethanediamine
  参考文献：
  名称：

  Datta; Chatterjee, Journal of the Indian Chemical Society, 1923, vol. 1, p. 312

  摘要：

  DOI：

文献信息

• Rh-Catalyzed, Regioselective, C–H Bond Functionalization: Access to Quinoline-Branched Amines and Dimers
  作者：M. Damoder Reddy、Frank R. Fronczek、E. Blake Watkins

  DOI：10.1021/acs.orglett.6b02848

  日期：2016.11.4

  Rh-catalyzed, chelation-induced, C-5 regioselective C–H functionalization of 8-amidoquinolines with a range of N-Boc aminals is reported for the first time. The addition of in situ generated imines to C(sp2)–H bonds afforded branched amines in good to excellent yields. Moreover, this transformation features good functional group compatibility, broad substrate scope, and mild reaction conditions and

  首次报道了具有一系列N -Boc缩醛的Rh催化，螯合诱导的C-5区域选择性C–H功能化的8-氨基喹啉。将原位生成的亚胺添加到C（sp 2）-H键可得到支链胺，收率好至极好。此外，该转化具有良好的官能团相容性，广泛的底物范围和温和的反应条件，并且适用于克级合成。另外，喹啉的空前的，螯合诱导的，位点选择性的，远程二聚化导致在Rh催化的条件下以中等收率形成二聚体构架。
• Activated Imines and Aminal Derivatives: Potential Precursors Of β-Amino Acids
  作者：A. Milenkovic、F. Fache、R. Faure、M. Lemaire

  DOI：10.1080/00397919908086133

  日期：1999.5

  Abstract Sulfonylimines and activated bisaminal derivatives can be easily synthesized using aldehydes and sulfonamides, carbamates, ureas or amides. Such precursors can be transformed in good yield into (3-amino acid precursors by using Lewis acid and/or base catalyzed reactions.

  摘要 磺酰亚胺和活化的双胺衍生物可以使用醛和磺酰胺、氨基甲酸酯、脲或酰胺轻松合成。这些前体可以通过使用路易斯酸和/或碱催化反应以良好的产率转化为（3-氨基酸前体）。
• PROCESS FOR PRODUCING POLYURETHANE
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP0477376A1

  公开（公告）日：1992-04-01

  A process for producing polyurethane useful as coating material, which comprises preparing dialkyl carbonate substantially without using phosgene, reacting the carbonate with a diamine to give a urethane, thermally decomposing it into a diisocyanate, and converting it into a polyurethane in the presence of a Lewis acid and/or a protonic acid. The reaction of a diisocyanate compound containing a reduced amount of chlorine is promoted by a Lewis acid and/or a protonic acid.

  一种生产用作涂层材料的聚氨酯的工艺，包括基本不使用光气制备碳酸二烷基酯，使碳酸酯与二胺反应生成聚氨酯，热分解成二异氰酸酯，并在路易斯酸和/或质子酸存在下转化成聚氨酯。路易斯酸和/或质子酸可促进含氯量降低的二异氰酸酯化合物的反应。
• Molybdate and silica sulfuric acids as heterogeneous alternatives for synthesis of gem-bisamides and bisurides from aldehydes and amides, carbamates, nitriles or urea
  作者：Fatemeh Tamaddon、Hossein Kargar-Shooroki、Abbas Ali Jafari

  DOI：10.1016/j.molcata.2012.12.002

  日期：2013.3

  Molybdate sulfuric acid (MSA) and silica sulfuric acid (SSA) has been prepared and used as efficient solid catalysts for the synthesis of gem-bisamides and bisurides via the one-pot three-component reaction of two moles of amides, nitriles, carbamates or urea with aldehydes. The catalytic efficiency of SSA, MSA, or H2SO4 98% per H+ sites as turnover number (TON), turnover frequency (TOF), and atomic economy (AE) was calculated and compared for quantitative evaluation of catalysts. The AE, TON, and TOF factors show the superiority of the SSA versus MSA and H2SO4. Short reaction times, simple work-up, chemoselectivity, low loading, and reusability of solid acid catalysts are extra advantages than current methods reported in the literature with corrosive acidic catalysts. (C) 2012 Elsevier B.V. All rights reserved.
• Platinum-catalyzed allylation of carbon electrophiles with alkenylsilanes
  作者：Hidenori Kinoshita、Ryosuke Kizu、Gen Inoue、Masayuki Fujimoto、Masanori Saito、Junji Ichikawa、Akira Hosomi、Katsukiyo Miura

  DOI：10.1016/j.tetlet.2014.12.077

  日期：2015.1

  In the presence of catalytic amounts of PtCl2 and AgSbF6, (Z)-alkenylsilanes react with various carbon electrophiles at the gamma-position to give allylation products. A plausible mechanism for the Pt-catalyzed allylation involves alkene migration of alkenylsilanes to allylsilanes and subsequent allylation of carbon electrophiles. (C) 2014 Elsevier Ltd. All rights reserved.