Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]prop-2-enoate | 855777-75-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]prop-2-enoate
• CAS: 855777-75-2
• 化学式: C₂₃H₃₅N₃O₅Si
• 分子量: 461.634
• InChiKey: FJOPUFWESQNXKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  91.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]prop-2-enoate 在 锂硼氢 、 palladium on activated charcoal 、 氢气 、 三氧化硫吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 生成 (+/-)-tert-butyl 3-(7-methyl-2-[{2-[trimethylsilyl]ethoxy}methyl]-2H-indazol-5-yl)-1-oxopropan-2-ylcarbamate
  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  Several new potent CGRP receptor antagonists have been prepared in which the amide bond of lead compound 1 has been replaced by bioisosteric imidazole moieties.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：

  7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazole-5-carboxaldehyde 、 trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate 在 四甲基胍 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]prop-2-enoate
  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  Several new potent CGRP receptor antagonists have been prepared in which the amide bond of lead compound 1 has been replaced by bioisosteric imidazole moieties.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.