[(R)-1-(3-Benzenesulfonylmethyl-phenyl)-2-bromo-ethoxy]-tert-butyl-dimethyl-silane | 848072-81-1

• 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: [(R)-1-(3-Benzenesulfonylmethyl-phenyl)-2-bromo-ethoxy]-tert-butyl-dimethyl-silane
• CAS: 848072-81-1
• 化学式: C₂₁H₂₉BrO₃SSi
• 分子量: 469.515
• InChiKey: QSYAMYXTADZZKB-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [(R)-1-(3-Benzenesulfonylmethyl-phenyl)-2-bromo-ethoxy]-tert-butyl-dimethyl-silane 在 盐酸 、 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 乙醇 、 乙酸乙酯 、 乙腈 为溶剂， 生成 Methanesulfonic acid 3-{(R)-2-[(R)-2-(3-benzenesulfonylmethyl-phenyl)-2-hydroxy-ethylamino]-propyl}-1H-indol-7-yl ester
  参考文献：
  名称：

  Tryptamine-based human β3-adrenergic receptor agonists. Part 3: Improved oral bioavailability via modification of the sulfonamide moiety

  摘要：

  The continued SAR investigation of tryptamine-based human beta(3)-adrenergic receptor (AR) agonists is reported. Prior efforts resulted in the identification of 2 as a potent beta(3)-AR agonist. Further modification of the left side arylsulfonamide portion in 2 provided compounds with good cell permeability, which have potent agonistic activity for beta(3)-AR. Cinnamylamine analog 16i exhibited an excellent agonistic profile in vitro and good oral bioavailability in rats. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.033
• 作为产物：
  描述：

  在 咪唑 、 硼烷四氢呋喃络合物 、 (R)-2-甲基-CBS-恶唑硼烷 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 [(R)-1-(3-Benzenesulfonylmethyl-phenyl)-2-bromo-ethoxy]-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  Tryptamine-based human β3-adrenergic receptor agonists. Part 3: Improved oral bioavailability via modification of the sulfonamide moiety

  摘要：

  The continued SAR investigation of tryptamine-based human beta(3)-adrenergic receptor (AR) agonists is reported. Prior efforts resulted in the identification of 2 as a potent beta(3)-AR agonist. Further modification of the left side arylsulfonamide portion in 2 provided compounds with good cell permeability, which have potent agonistic activity for beta(3)-AR. Cinnamylamine analog 16i exhibited an excellent agonistic profile in vitro and good oral bioavailability in rats. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.033