methyl (2R)-4-methyl-2-[(4-methylphenyl)sulfonylamino]pentanoate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (2R)-4-methyl-2-[(4-methylphenyl)sulfonylamino]pentanoate
• 化学式: C₁₄H₂₁NO₄S
• 分子量: 299.391
• InChiKey: ZUVVLBGWTRIOFH-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (2R)-4-methyl-2-[(4-methylphenyl)sulfonylamino]pentanoate 在 甲醇 、 sodium methylate 、 potassium bromide 作用下， 生成
  参考文献：
  名称：

  电化学和可扩展的脱氢C（sp3）-H胺通过远程和连续流动的氢原子转移进行胺化

  摘要：

  已经开发了一种氢原子转移导向的电化学分子内CH胺化反应，其中在阳极处生成N自由基，而在阴极处生成反应所需的碱。以高收率和高化学选择性制备了多种有价值的吡咯烷。在间歇流和连续流系统中，反应都易于按比例放大。

  DOI：

  10.1002/chem.201806092
• 作为产物：
  描述：

  重氮甲烷 、 4-甲基-2-([(4-甲基苯基)磺酰基]氨基)戊酸甲酯 在 Bacillus licheniformis 作用下， 以 水 为溶剂， 反应 5.0h， 生成 methyl (2R)-4-methyl-2-[(4-methylphenyl)sulfonylamino]pentanoate 、 (S)-N-p-toluenesulfonyl-leucine methyl ester
  参考文献：
  名称：

  Enzymatic approach to both enantiomers of N-Boc hydrophobic amino acids

  摘要：

  Protease catalysed hydrolysis of N-Boc-amino acid esters allows us to obtain N-BOC L-acids and D-esters of amino butanoic acid, nor-leucine, nor-valine, leucine and t-leucine in excellent ee. The reaction occurs in short reaction times and high concentrations. When a biphasic system (buffer-MTBE) is employed, a strong solvent effect is observed. This method could be of significance for the preparation of D-t-leucine, for which a practical method is currently unavailable. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.012

文献信息

• Electrochemical and Scalable Dehydrogenative C(sp ³ )−H Amination via Remote Hydrogen Atom Transfer in Batch and Continuous Flow
  作者：Pavlo Nikolaienko、Marc Jentsch、Ajit P. Kale、Yunfei Cai、Magnus Rueping

  DOI：10.1002/chem.201806092

  日期：2019.5.23

  A hydrogen atom transfer‐directed electrochemical intramolecular C−H amination has been developed in which the N‐radical species are generated at the anode, and the base required for the reaction is generated at the cathode. A broad range of valuable pyrrolidines were prepared in good yields and with high chemoselectivity. The reaction was easily scaled up in both batch and continuous flow systems

  已经开发了一种氢原子转移导向的电化学分子内CH胺化反应，其中在阳极处生成N自由基，而在阴极处生成反应所需的碱。以高收率和高化学选择性制备了多种有价值的吡咯烷。在间歇流和连续流系统中，反应都易于按比例放大。
• Enzymatic approach to both enantiomers of N-Boc hydrophobic amino acids
  作者：Eleonora Agosta、Antonio Caligiuri、Paola D’Arrigo、Stefano Servi、Davide Tessaro、Renato Canevotti

  DOI：10.1016/j.tetasy.2006.07.012

  日期：2006.8

  Protease catalysed hydrolysis of N-Boc-amino acid esters allows us to obtain N-BOC L-acids and D-esters of amino butanoic acid, nor-leucine, nor-valine, leucine and t-leucine in excellent ee. The reaction occurs in short reaction times and high concentrations. When a biphasic system (buffer-MTBE) is employed, a strong solvent effect is observed. This method could be of significance for the preparation of D-t-leucine, for which a practical method is currently unavailable. (c) 2006 Elsevier Ltd. All rights reserved.