1-amino-3,4-di(t-butyldimethylsilyloxy)benzene | 141818-77-1

• 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: 1-amino-3,4-di(t-butyldimethylsilyloxy)benzene
• 英文别名: 3,4-Bis[[tert-butyl(dimethyl)silyl]oxy]aniline
• CAS: 141818-77-1
• 化学式: C₁₈H₃₅NO₂Si₂
• 分子量: 353.652
• InChiKey: BLPAHVAFSXMIAW-UHFFFAOYSA-N

物化性质

• 沸点：
  368.3±32.0 °C(Predicted)
• 密度：
  0.939±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-amino-3,4-di(t-butyldimethylsilyloxy)benzene 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 3.5h， 生成 3,4-bis[(tert-butyldimethylsilyl)oxy]-N-methylaniline
  参考文献：
  名称：

  Structure–Activity Relationship and Rational Design of 3,4-Dephostatin Derivatives as Protein Tyrosine Phosphatase Inhibitors

  摘要：

  Several alkyl- and O-methylated-3,3-dephostatin were synthesized and evaluated for their inhibitory activity toward protein tyrosine phosphatase. Alkyl chains with a length up to that of the pentyl group gave tolerable inhibition, whereas methylation of hydroxyl groups resulted in a decrease in the activity. Based on the structure-activity relationship and X-ray crystallographic analysis of C215S PTP1B-phosphotyrosine containing peptide complex, the mode of binding of 3,4-dephostatins to the active site was speculated with the aid of calculation. Several hydrogen bonds and CH/pi interactions were suggested to be important for inhibition of PTPase. A novel nitroso-free methoxime compound was designed so that all the attractive interactions were maintained. The methoxime compound was synthesized and shown to inhibit PTP1B. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01058-3
• 作为产物：
  描述：

  3,4-bis[(tert-butyldimethylsilyl)oxy]nitrobenzene 在 palladium-carbon 作用下， 以 乙酸乙酯 为溶剂， 生成 1-amino-3,4-di(t-butyldimethylsilyloxy)benzene
  参考文献：
  名称：

  Beta-lactam compounds, and their production and use

  摘要：

  一个化学式为的化合物，可用作抗微生物剂。

  公开号：

  EP0472062A1

文献信息

• Synthesis, evaluation and molecular modelling of piceatannol analogues as arginase inhibitors
  作者：J. Muller、B. Cardey、A. Zedet、C. Desingle、M. Grzybowski、P. Pomper、S. Foley、D. Harakat、C. Ramseyer、C. Girard、M. Pudlo

  DOI：10.1039/d0md00011f

  日期：——

  A quantum chemistry guided optimisation (leading to piceatannol analogue3t) with a good understanding of the catechol binding mode to the bimanganese cluster of arginase.

  通过对辅酶A双锰酶的邻苯二酚结合模式有很好的理解，进行了量子化学引导的优化（导致了对应皮色丹醇类似物3t）。
• Beta-lactam compounds, and their production and use
  申请人：SUMITOMO PHARMACEUTICALS COMPANY, LIMITED

  公开号：EP0472062A1

  公开（公告）日：1992-02-26

  A compound of the formula: which is useful as an antimicrobial agent.

  一个化学式为的化合物，可用作抗微生物剂。
• Structure–Activity Relationship and Rational Design of 3,4-Dephostatin Derivatives as Protein Tyrosine Phosphatase Inhibitors
  作者：Takumi Watanabe、Takayuki Suzuki、Yoji Umezawa、Tomio Takeuchi、Masami Otsuka、Kazuo Umezawa

  DOI：10.1016/s0040-4020(99)01058-3

  日期：2000.1

  Several alkyl- and O-methylated-3,3-dephostatin were synthesized and evaluated for their inhibitory activity toward protein tyrosine phosphatase. Alkyl chains with a length up to that of the pentyl group gave tolerable inhibition, whereas methylation of hydroxyl groups resulted in a decrease in the activity. Based on the structure-activity relationship and X-ray crystallographic analysis of C215S PTP1B-phosphotyrosine containing peptide complex, the mode of binding of 3,4-dephostatins to the active site was speculated with the aid of calculation. Several hydrogen bonds and CH/pi interactions were suggested to be important for inhibition of PTPase. A novel nitroso-free methoxime compound was designed so that all the attractive interactions were maintained. The methoxime compound was synthesized and shown to inhibit PTP1B. (C) 2000 Elsevier Science Ltd. All rights reserved.