Methyl 3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]propanoate | 1374220-36-6

• 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: Methyl 3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]propanoate
• 英文别名: methyl 3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]propanoate
• CAS: 1374220-36-6
• 化学式: C₁₈H₂₈N₂O₃Si
• 分子量: 348.517
• InChiKey: IJAOYAKTQWLTPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]propanoate 在 水 、 双氧水 、 三乙胺 、 N,N-二异丙基乙胺 、 3-(二乙氧基邻酰氧基)-1,2,3-苯并三嗪-4-酮 、 lithium chloride 、 lithium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 tert-butyl (S)-4-([1,4'-bipiperidin]-1'-yl)-3-((7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)methyl)-4-oxobutanoate
  参考文献：
  名称：

  Calcitonin gene-related peptide (CGRP) receptor antagonists: Novel aspartates and succinates

  摘要：

  Novel aspartate and succinate CGRP full antagonists were identified through core modification of a potent lead CGRP antagonist, BMS-694153. While aspartates were much less active and had a flat SAR, some of the succinates were very potent CGRP full antagonists and matched the potency of BMS-694153. The most potency resides in the S enantiomer as demonstrated through an asymmetric synthesis. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.066
• 作为产物：
  描述：

  (9ci)-7-甲基-1H-吲唑-5-羧醛 在 哌啶 、 吡啶 、 盐酸 、 N-甲基二环己基胺 、 palladium on activated charcoal 、 氢气 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙酸乙酯 为溶剂， 生成 Methyl 3-[7-methyl-2-(2-trimethylsilylethoxymethyl)indazol-5-yl]propanoate
  参考文献：
  名称：

  Calcitonin gene-related peptide (CGRP) receptor antagonists: Novel aspartates and succinates

  摘要：

  Novel aspartate and succinate CGRP full antagonists were identified through core modification of a potent lead CGRP antagonist, BMS-694153. While aspartates were much less active and had a flat SAR, some of the succinates were very potent CGRP full antagonists and matched the potency of BMS-694153. The most potency resides in the S enantiomer as demonstrated through an asymmetric synthesis. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.066

文献信息

• Calcitonin gene-related peptide (CGRP) receptor antagonists: Novel aspartates and succinates
  作者：Guanglin Luo、Ling Chen、Sokhom S. Pin、Cen Xu、Charles M. Conway、John E. Macor、Gene M. Dubowchik

  DOI：10.1016/j.bmcl.2012.02.066

  日期：2012.4

  Novel aspartate and succinate CGRP full antagonists were identified through core modification of a potent lead CGRP antagonist, BMS-694153. While aspartates were much less active and had a flat SAR, some of the succinates were very potent CGRP full antagonists and matched the potency of BMS-694153. The most potency resides in the S enantiomer as demonstrated through an asymmetric synthesis. (C) 2012 Elsevier Ltd. All rights reserved.