tert-butyl N-[1-(1-benzylimidazol-2-yl)-2-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]ethyl]carbamate | 1458061-97-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: tert-butyl N-[1-(1-benzylimidazol-2-yl)-2-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]ethyl]carbamate
• CAS: 1458061-97-6
• 化学式: C₃₁H₄₃N₅O₃Si
• 分子量: 561.8
• InChiKey: SPSWARRMISKXIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.71
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  83.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[1-(1-benzylimidazol-2-yl)-2-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]ethyl]carbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 1-(1-benzylimidazol-2-yl)-2-(7-methyl-1H-indazol-5-yl)ethanamine
  参考文献：
  名称：

  Preparation of imidazoles as potent calcitonin gene-related peptide (CGRP) antagonists

  摘要：

  Several new potent CGRP receptor antagonists have been prepared in which the amide bond of lead compound 1 has been replaced by bioisosteric imidazole moieties. Substitution at N-1 of the imidazole was optimized to afford compounds with comparable potency to that of lead 1. Conformational restraint of the imidazole to form tetrahydroimidazo[1,5-a] pyrazine 43 gave substantially improved permeability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.031
• 作为产物：
  描述：

  trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate 在 ammonium hydroxide 、 锂硼氢 、 palladium on activated charcoal 、 氢气 、 三氧化硫吡啶 、 caesium carbonate 、 三乙胺 、 四甲基胍 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl N-[1-(1-benzylimidazol-2-yl)-2-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]ethyl]carbamate
  参考文献：
  名称：

  Preparation of imidazoles as potent calcitonin gene-related peptide (CGRP) antagonists

  摘要：

  Several new potent CGRP receptor antagonists have been prepared in which the amide bond of lead compound 1 has been replaced by bioisosteric imidazole moieties. Substitution at N-1 of the imidazole was optimized to afford compounds with comparable potency to that of lead 1. Conformational restraint of the imidazole to form tetrahydroimidazo[1,5-a] pyrazine 43 gave substantially improved permeability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.031

文献信息

• Preparation of imidazoles as potent calcitonin gene-related peptide (CGRP) antagonists
  作者：George Tora、Andrew P. Degnan、Charles M. Conway、Walter A. Kostich、Carl D. Davis、Sokhom S. Pin、Richard Schartman、Cen Xu、Kimberly A. Widmann、John E. Macor、Gene M. Dubowchik

  DOI：10.1016/j.bmcl.2013.08.031

  日期：2013.10

  Several new potent CGRP receptor antagonists have been prepared in which the amide bond of lead compound 1 has been replaced by bioisosteric imidazole moieties. Substitution at N-1 of the imidazole was optimized to afford compounds with comparable potency to that of lead 1. Conformational restraint of the imidazole to form tetrahydroimidazo[1,5-a] pyrazine 43 gave substantially improved permeability. (C) 2013 Elsevier Ltd. All rights reserved.