1-[4-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-1-(2-methoxy-ethoxymethyl)-1H-imidazol-2-yl]-3,3-diphenyl-propan-1-one | 876404-44-3

• 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-[4-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-1-(2-methoxy-ethoxymethyl)-1H-imidazol-2-yl]-3,3-diphenyl-propan-1-one
• CAS: 876404-44-3
• 化学式: C₃₁H₄₂N₂O₄Si
• 分子量: 534.771
• InChiKey: IPXLGPKLMDKWLP-QGOAFFKASA-N

物化性质

• 沸点：
  629.6±65.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.94
• 重原子数：
  38.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  62.58
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-[4-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-1-(2-methoxy-ethoxymethyl)-1H-imidazol-2-yl]-3,3-diphenyl-propan-1-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以92%的产率得到1-[4-((E)-3-Hydroxy-propenyl)-1-(2-methoxy-ethoxymethyl)-1H-imidazol-2-yl]-3,3-diphenyl-propan-1-one
  参考文献：
  名称：

  Side-chain modified analogues of histaprodifen: Asymmetric synthesis and histamine H1-receptor activity

  摘要：

  New analogues of histaprodifen with polar side chains have been stereo selectively synthesized and evaluated as histamine H-1-receptor agonists. As a key transformation the asymmetric aminohydroxylation has been used, which was successfully realized for the first time on an imidazolyl derivative. While all chiral analogues proved to be weak H-1-receptor antagonists, an achiral keto derivative of histaprodifen turned out to be the first 2-acylated histamine congener displaying partial H-1-receptor agonism (relative potency 12%). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.030
• 作为产物：
  描述：

  (E)-3-[1-(2-Methoxy-ethoxymethyl)-1H-imidazol-4-yl]-acrylic acid methyl ester 在 咪唑 、 正丁基锂 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 1-[4-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-1-(2-methoxy-ethoxymethyl)-1H-imidazol-2-yl]-3,3-diphenyl-propan-1-one
  参考文献：
  名称：

  Side-chain modified analogues of histaprodifen: Asymmetric synthesis and histamine H1-receptor activity

  摘要：

  New analogues of histaprodifen with polar side chains have been stereo selectively synthesized and evaluated as histamine H-1-receptor agonists. As a key transformation the asymmetric aminohydroxylation has been used, which was successfully realized for the first time on an imidazolyl derivative. While all chiral analogues proved to be weak H-1-receptor antagonists, an achiral keto derivative of histaprodifen turned out to be the first 2-acylated histamine congener displaying partial H-1-receptor agonism (relative potency 12%). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.030