N-(Allyloxycarbonyl)-p-methylbenzylamine | 170943-12-1

• 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-(Allyloxycarbonyl)-p-methylbenzylamine
• 英文别名: allyl (4-methylbenzyl)carbamate；prop-2-enyl N-[(4-methylphenyl)methyl]carbamate
• CAS: 170943-12-1
• 化学式: C₁₂H₁₅NO₂
• mdl: MFCD24389356
• 分子量: 205.257
• InChiKey: VFUGRVGMENVTRS-UHFFFAOYSA-N

物化性质

• 沸点：
  334.3±31.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(Allyloxycarbonyl)-p-methylbenzylamine 在 四(三苯基膦)钯 N,N-二甲基三甲基硅胺 、 三甲基硅乙酸酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 4-甲基苄胺
  参考文献：
  名称：

  Mild and selective palladium(0)-catalyzed deallylation of allylic amines. Allylamine and diallylamine as very convenient ammonia equivalents for the synthesis of primary amines

  摘要：

  DOI：

  10.1021/jo00074a044
• 作为产物：
  描述：

  氯甲酸烯丙酯 、 4-甲基苄胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以86%的产率得到N-(Allyloxycarbonyl)-p-methylbenzylamine
  参考文献：
  名称：

  串联Z选择性交叉复分解/二羟基化：抗1,2-二元醇的合成

  摘要：

  在辅助串联催化方案中，使用多任务Ru催化剂开发了抗1,2-二醇的立体选择性合成方法。环金属化的Ru络合物首先催化两个末端烯烃的Z选择性交叉复分解，然后进行立体有择的二羟基化反应。这两个步骤都由Ru催化，因为加入NaIO 4后Ru络合物转化为二羟基化催化剂。各种烯烃被转化为有价值的，高度官能化的和立体确定的分子。进行了机械实验以探测氧化步骤和催化剂抑制途径的性质。这些实验为更广泛地应用串联催化转化指明了道路。

  DOI：

  10.1002/anie.201501505

文献信息

• New allyl group acceptors for palladium catalyzed removal of allylic protections and transacylation of allyl carbamates
  作者：Michèle Dessolin、Marie-George Guillerez、Nathalie Thieriet、François Guibé、Albert Loffet

  DOI：10.1016/0040-4039(95)01147-a

  日期：1995.8
• [EN] OSW-1 ANALOGS AND CONJUGATES, AND USES THEREOF<br/>[FR] CONJUGUÉS ET ANALOGUES D'OSW-1, ET LEURS UTILISATIONS
  申请人：HARVARD COLLEGE

  公开号：WO2012159027A2

  公开（公告）日：2012-11-22

  Provided are a number of compounds structurally related to OSW-1, a natural compound that binds OSBPs. Also provided are pharmaceutical compositions comprising the OSW-1 analogs, as well as methods for use of these OSW-1 analogs, or pharmaceutically acceptable salts, enantiomers, or stereoisomers thereof, in the treatment of atherosclerosis, Alzheimer's disease, and cancer, including p21 -deficient cancer. Conjugates of OSW-1 analogs with monoclonal antibodies, including monoclonal antibodies targeted to cancer cells, are also provided. Also provided are pharmaceutical compositions comprising the conjugates, as well as methods for use of these conjugates, in the treatment of cancer, including p21 -deficient cancer.
• Efficient Enzymatic Synthesis of Carbamates in Water Using Promiscuous Esterases/Acyltransferases
  作者：Hannes Meinert、Florian Oehlschläger、Clemens Cziegler、Jan Rockstroh、Irene Marzuoli、Serena Bisagni、Michael Lalk、Thomas Bayer、Hans Iding、Uwe T. Bornscheuer

  DOI：10.1002/anie.202405152

  日期：2024.7.22

  Biocatalysis provides an attractive approach to facilitate synthetic reactions in aqueous media. Motivated by the discovery of promiscuous aminolysis activity of esterases, we exploited the esterase from Pyrobaculum calidifontis VA1 (PestE) for the synthesis of carbamates from different aliphatic, aromatic, and arylaliphatic amines and a set of carbonates such as dimethyl‐, dibenzyl‐, or diallyl carbonate. Thus, aniline and benzylamine derivatives, aliphatic and even secondary amines could be efficiently converted into the corresponding benzyloxycarbonyl (Cbz)‐ or allyloxycarbonyl (Alloc)‐protected products in bulk water, with (isolated) yields of up to 99 %.