4,4'-isopropylidenebis<<(N,N-dimethylthiocarbamoyl)oxy>benzene> | 150909-91-4

• 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: 4,4'-isopropylidenebis<<(N,N-dimethylthiocarbamoyl)oxy>benzene>
• 英文别名: O,O'-4,4'-(propane-2,2-diyl)bis(4,1-phenylene) bis(dimethylcarbamothioate)；O,O'-(Propane-2,2-diylbis(4,1-phenylene)) bis(dimethylcarbamothioate)；O-[4-[2-[4-(dimethylcarbamothioyloxy)phenyl]propan-2-yl]phenyl] N,N-dimethylcarbamothioate
• CAS: 150909-91-4
• 化学式: C₂₁H₂₆N₂O₂S₂
• 分子量: 402.582
• InChiKey: AANKTDIYMRHIJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  24.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,4'-isopropylidenebis<<(N,N-dimethylthiocarbamoyl)oxy>benzene> 在 氢氧化钾 、 2-氯-1-甲基吡啶碘化物 、 caesium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 丙酮 、 乙腈 为溶剂， 反应 39.0h， 生成
  参考文献：
  名称：

  Molecular Recognition of .beta.-Ribofuranosides by Synthetic Polypyridine-Macrocyclic Receptors

  摘要：

  Artificial ribofuranoside receptors were designed and synthesized. The design of the polypyridine-macrocyclic receptors was based on the multipoint hydrogen bond complementarity between the receptors and methyl beta-D-ribofuranoside. The binding affinity of the receptors for the ribofuranoside in CDCl3 was very high (up to K-a = 5.2 x 10(3) M(-1)), so that even native ribose was extracted by them into such nonpolar solvents. Selective extraction of ribose by the receptors\was observed: the extractabilities, or affinities to the receptors of various pentoses and hexoses decreased in the following order: ribose > deoxyribose congruent to lxyose congruent to xylose > fructose > arabinose > glucose congruent to mannose congruent to galactose. The selectivity is governed by the OH direction and the whole size of the sugars as well as their shapes. Furthermore, fluorescence emission of the receptors was largely enhanced in the presence of methyl beta-D-ribofuranoside or ribose, and the degree for the fluorescence enhancement by the addition of various sugars was almost compatible with that of the extractabilities. The polypyridine-macrocycles represent rationally designed multifunctional artificial receptors for ribofuranosides.

  DOI：

  10.1021/ja00155a006
• 作为产物：
  描述：

  双酚A 、 二甲氨基硫代甲酰氯 在 sodium hydride 作用下， 生成 4,4'-isopropylidenebis<<(N,N-dimethylthiocarbamoyl)oxy>benzene>
  参考文献：
  名称：

  Molecular Recognition of .beta.-Ribofuranosides by Synthetic Polypyridine-Macrocyclic Receptors

  摘要：

  Artificial ribofuranoside receptors were designed and synthesized. The design of the polypyridine-macrocyclic receptors was based on the multipoint hydrogen bond complementarity between the receptors and methyl beta-D-ribofuranoside. The binding affinity of the receptors for the ribofuranoside in CDCl3 was very high (up to K-a = 5.2 x 10(3) M(-1)), so that even native ribose was extracted by them into such nonpolar solvents. Selective extraction of ribose by the receptors\was observed: the extractabilities, or affinities to the receptors of various pentoses and hexoses decreased in the following order: ribose > deoxyribose congruent to lxyose congruent to xylose > fructose > arabinose > glucose congruent to mannose congruent to galactose. The selectivity is governed by the OH direction and the whole size of the sugars as well as their shapes. Furthermore, fluorescence emission of the receptors was largely enhanced in the presence of methyl beta-D-ribofuranoside or ribose, and the degree for the fluorescence enhancement by the addition of various sugars was almost compatible with that of the extractabilities. The polypyridine-macrocycles represent rationally designed multifunctional artificial receptors for ribofuranosides.

  DOI：

  10.1021/ja00155a006

文献信息

• Carbamates: A Directing Group for Selective C–H Amidation and Alkylation under Cp*Co(III) Catalysis
  作者：Sourav Sekhar Bera、Modhu Sudan Maji

  DOI：10.1021/acs.orglett.0c00589

  日期：2020.4.3

  The selective reactivity of carbamate and thiocarbamate toward alkylation and amidation is reported under stable, high-valent, cost-effective cobalt(III) catalysis. This method reveals the wide possibility of designing a different branch of synthetically challenging yet highly promising asymmetric catalysts based on BINOL and SPINOL scaffolds. Late-stage C-H functionalization of L-tyrosine and estrone was also achieved through this approach. The mechanistic study shows that a base-assisted internal electrophilic substitution mechanism is operative here.