(R)-tert-butyl 3-(1-(4-methoxybenzyl)-1H-indazol-5-ylamino)pyrrolidine-1-carboxylate | 1178903-55-3

• 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: (R)-tert-butyl 3-(1-(4-methoxybenzyl)-1H-indazol-5-ylamino)pyrrolidine-1-carboxylate
• 英文别名: tert-butyl (3R)-3-[[1-[(4-methoxyphenyl)methyl]indazol-5-yl]amino]pyrrolidine-1-carboxylate
• CAS: 1178903-55-3
• 化学式: C₂₄H₃₀N₄O₃
• 分子量: 422.527
• InChiKey: OFSCOUTUPFMRFV-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  68.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-溴-1-(4-甲氧基苄基)-1H-吲唑 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 (R)-1-Boc-3-氨基吡咯烷 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以62%的产率得到(R)-tert-butyl 3-(1-(4-methoxybenzyl)-1H-indazol-5-ylamino)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Indazoles: Regioselective Protection and Subsequent Amine Coupling Reactions

  摘要：

  Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivative.

  DOI：

  10.1021/jo9006656

文献信息

• Indazoles: Regioselective Protection and Subsequent Amine Coupling Reactions
  作者：David J. Slade、Nicholas F. Pelz、Wanda Bodnar、John W. Lampe、Paul S. Watson

  DOI：10.1021/jo9006656

  日期：2009.8.21

  Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivative.