(S)-N-(1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)acetamide | 887147-35-5

• 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)-N-(1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)acetamide
• 英文别名: N-[(1S)-1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]acetamide
• CAS: 887147-35-5
• 化学式: C₁₆H₂₄BNO₃
• 分子量: 289.182
• InChiKey: QZGXWGVLLORARI-NSHDSACASA-N

物化性质

• 沸点：
  459.9±38.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-N-(1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)acetamide 在 N-溴代丁二酰亚胺(NBS) 、 copper(I) bromide 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 (S)-N-(1-(3-bromophenyl)ethyl)acetamide
  参考文献：
  名称：

  Chemoenzymatic synthesis of boron-containing chiral amines and amides

  摘要：

  The first application of lipases as catalysts to obtain optically active boron-containing amines and amides is described. We studied several reaction conditions to achieve the kinetic resolution of boron-containing amines via enantioselective acylation mediated by Candida antarctica lipase B (CAL-B). Excellent enantioselectivity (E>200) and high enantiomeric excess (up to >99%) of both the remaining amines and amides were obtained. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.09.011
• 作为产物：
  描述：

  (S)-(3-(1-Aminoethyl)phenyl)boronic acid 在 吡啶 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 12.0h， 生成 (S)-N-(1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)acetamide
  参考文献：
  名称：

  Asymmetric reductive amination of boron-containing aryl-ketones using ω-transaminases

  摘要：

  The asymmetric reductive amination of aryl-ketones bearing various boron-functionalities (acid, ester or potassium trifluoroborates) was investigated employing enantiocomplementary omega-transaminases as catalysts. Under the optimized conditions, high conversions (up to 94%) and excellent ee's (up to >99%) were obtained providing access to both (R)- and (S)-configured amino-aryl boronates under mild reaction conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.10.004

文献信息

• 8H-imidazo[4,5-D]thiazolo[4,5-B]pyridine based tricyclic compounds and pharmaceutical compositions comprising same
  申请人：Das Jagabandhu

  公开号：US20060128741A1

  公开（公告）日：2006-06-15

  The present invention provides for thiazolopyridine-based tricyclic compounds having the formula (I), wherein R 1 , R 2 , R 5 and R 6 are as described herein. The present invention further provides pharmaceutical compositions comprising such compounds, as well as the use of such compounds for treating inflammatory and immune diseases.

  本发明提供了具有以下式子（I）的噻唑吡啶基三环化合物，其中R1、R2、R5和R6如本文所述。本发明还提供了包含此类化合物的药物组合物，以及使用此类化合物治疗炎症和免疫性疾病的方法。
• WO2006/53166
  申请人：——

  公开号：——

  公开（公告）日：——