S-benzyl tert-butylthiocarbamate

• 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: S-benzyl tert-butylthiocarbamate
• 英文别名: S-benzyl N-tert-butylcarbamothioate
• 化学式: C₁₂H₁₇NOS
• 分子量: 223.339
• InChiKey: VZAVVPLYFIIDNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异氰酸叔丁酯 、 苯基甲烷磺酰肼 在 sodium iodide 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 4.0h， 以72%的产率得到S-benzyl tert-butylthiocarbamate
  参考文献：
  名称：

  Clean preparation of S-thiocarbamates with in situ generated hydroxide in 2-methyltetrahydrofuran

  摘要：

  A simple and clean protocol for the synthesis of various alkyl and (hetero)aryl S-thiocarbamates was established. The usage of in situ generated hydroxide as both an oxygen source and hydrogen source as well as biomass-derived 2-methyltetrahydrofuran as a green reaction medium, the avoidance of phosphorus-containing reductant, and the generation of harmless water and nitrogen as the side-products have given the present method atom-economy and environmental friendliness. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2019.06.052

文献信息

• Iodine-Catalyzed Odorless Synthesis of <i>S</i>-Thiocarbamates with Sulfonyl Chlorides as a Sulfur Source
  作者：Wen-Hu Bao、Min He、Jing-Ting Wang、Xin Peng、Men Sung、Zilong Tang、Si Jiang、Zhong Cao、Wei-Min He

  DOI：10.1021/acs.joc.9b00178

  日期：2019.5.17

  efficient protocol for the direct preparation of various S-thiocarbamates with readily available and inexpensive sulfonyl chlorides as an odorless sulfur source was developed. The employment of easily available reactants, excellent functional group tolerability, and mild reaction conditions make this process very practical.

  已经开发了一种直接有效地制备各种S-硫代氨基甲酸酯的通用有效方案，其中易得且廉价的磺酰氯作为无味硫源。易于获得的反应物的使用，出色的官能团耐受性和温和的反应条件使该方法非常实用。
• Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates
  作者：Pieter Mampuys、Yanping Zhu、Sergey Sergeyev、Eelco Ruijter、Romano V. A. Orru、Sabine Van Doorslaer、Bert U. W. Maes

  DOI：10.1021/acs.orglett.6b01023

  日期：2016.6.17

  A new method for the synthesis of secondary thiocarbamates from readily available isocyanides and thiosulfonates with broad functional group tolerance is reported. The reaction proceeds under mild reaction conditions in isopropanol and is catalyzed by inexpensive sodium iodide.

  报道了一种从易得的异氰酸酯和具有宽泛的官能团耐受性的硫代磺酸盐合成仲硫代氨基甲酸酯的新方法。该反应在温和的反应条件下在异丙醇中进行，并由廉价的碘化钠催化。