2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethylamino]-ethanol | 454219-04-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethylamino]-ethanol
• 英文别名: 2-[[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-2-(6-chloropyridin-3-yl)ethyl]amino]ethanol
• CAS: 454219-04-6
• 化学式: C₁₅H₂₇ClN₂O₂Si
• 分子量: 330.93
• InChiKey: LUHWCFAGKNYMCR-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  54.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethylamino]-ethanol 在 吡啶 、 palladium on activated charcoal 、 偶氮二甲酸二异丙酯 、 ammonium formate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 1,2-二氯乙烷 为溶剂， 生成 tert-butyl (R)-(2-((tert-butyldimethylsilyl)oxy)-2-(pyridin-3-yl)ethyl)(2-(4-((N,N-dimethylsulfamoyl)amino)phenoxy)ethyl)carbamate
  参考文献：
  名称：

  Potent and selective, sulfamide-based human β3-adrenergic receptor agonists

  摘要：

  A series of sulfamide-based analogs related to L-796568 were prepared and evaluated for their biological activity at the human beta(3)-adrenergic receptor (AR). This modification allows for a significant reduction in molecular weight, while maintaining single-digit nanomolar potencies at the beta(3)-AR and high selectivities versus the beta(1)- or beta(2)-AR. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.089
• 作为产物：
  描述：

  C.I.酸性橙108 、 (R)-toluene-4-sulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethyl ester 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成 2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethylamino]-ethanol
  参考文献：
  名称：

  Potent and selective, sulfamide-based human β3-adrenergic receptor agonists

  摘要：

  A series of sulfamide-based analogs related to L-796568 were prepared and evaluated for their biological activity at the human beta(3)-adrenergic receptor (AR). This modification allows for a significant reduction in molecular weight, while maintaining single-digit nanomolar potencies at the beta(3)-AR and high selectivities versus the beta(1)- or beta(2)-AR. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.089

文献信息

• Potent and selective, sulfamide-based human β3-adrenergic receptor agonists
  作者：Robert L. Dow、Ernest S. Paight、Steven R. Schneider、John R. Hadcock、Diane M. Hargrove、Kelly A. Martin、Tristan S. Maurer、Nancy A. Nardone、David A. Tess、Paul DaSilva-Jardine

  DOI：10.1016/j.bmcl.2004.03.089

  日期：2004.6

  A series of sulfamide-based analogs related to L-796568 were prepared and evaluated for their biological activity at the human beta(3)-adrenergic receptor (AR). This modification allows for a significant reduction in molecular weight, while maintaining single-digit nanomolar potencies at the beta(3)-AR and high selectivities versus the beta(1)- or beta(2)-AR. (C) 2004 Elsevier Ltd. All rights reserved.